Basic information

CPKB ID	CP00612
IUPAC Name	acetic acid;(2S)-N-[(2R)-1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]-1-[(4R,7S,10S,13S,16S)-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide
Synonyms	(Deamino-Cys1,D-Arg8)-Vasopressin-Acetate 1-(3-Mercaptopropionic-Acid)-8-D-Arginine-Vasopression-Monoacetate 1-(3-Mercaptopropionic-Acid)-8-D-Arginine-Vasopressin-Monoacetate-(Salt) 16679-58-6(Free-Base) 1K12647Sfc 62288-83-9 789D983 Akos025311518 Anhydrous-Desmopressin-Acetate Anhydrous-Desmopressin-Acetate-[Mart.] Bdbm50247923 Ccg-270644 Chembl1200556 Concentraid Ddavp Ddavp-(Needs-No-Refrigeration) Ddavp-Nasal-Spray Ddavp-Rhinal-Tube Demopressin-Acetate Desmomelt Desmopressin-Acetate Desmopressin-Acetate-(Needs-No-Refrigeration) Desmopressin-Acetate-[Mi] Desmopressin-Acetate-[Usan:Jan] Desmopressin-Acetate-Anhydrous Desmopressin-Acetate-Hydrate Desmopressin-Acetate-Preservative-Free Desmopressin-Acetate-Trihydrate Desmopressin-Monoacetate-Anhydrous Desmospray Desmotabs Dtxsid4046864 Ex-A4285 Mfcd00133962 Minirin Minirine Noctiva Nocutil Noqdirna Octim Octostim Presinex Q27252517 Stimate Stimate-(Needs-No-Refrigeration) Stimate-Nasal-Spray Unii-1K12647Sfc Vasopressin,-1-(3-Mercaptopropanoic-Acid)-8-D-Arginine-,-Monoacetate-(Salt) Vasopressin,1-(3-Mercaptopropanoic-Acid)-8-D-Arginine-,Monoacetate(Salt)(9Ci)
Source	Synthetic construct [Division : Synthetic] Wikipedia: Synthetic construct PubChem
Function	Anti-Diuretic PubChem
Information	A synthetic analog of the pituitary hormone, ARGININE VASOPRESSIN. Its action is mediated by the VASOPRESSIN receptor V2. It has prolonged antidiuretic activity, but little pressor effects. It also modulates levels of circulating FACTOR VIII and VON WILLEBRAND FACTOR. A synthetic analog of the pituitary hormone, ARGININE VASOPRESSIN. Its action is mediated by the VASOPRESSIN receptor V2. It has prolonged antidiuretic activity, but little pressor effects. It also modulates levels of circulating FACTOR VIII and VON WILLEBRAND FACTOR. PubChem\|9833407

Legend

Structure

Molecular Formula	C48H68N14O14S2
Molecular Weight	1128.448085 g/mol
SMILES RUN SEA Predictions	CC(=O)O.NC(=O)CC[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)CCSSC[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](CCCN=C(N)N)C(=O)NCC(N)=O)NC(=O)[C@H](CC(N)=O)NC1=O PubChem\|9833407
InChI	InChI=1S/C46H64N14O12S2.C2H4O2/c47-35(62)15-14-29-40(67)58-32(22-36(48)63)43(70)59-33(45(72)60-18-5-9-34(60)44(71)56-28(8-4-17-52-46(50)51)39(66)53-23-37(49)64)24-74-73-19-16-38(65)54-30(21-26-10-12-27(61)13-11-26)41(68)57-31(42(69)55-29)20-25-6-2-1-3-7-25;1-2(3)4/h1-3,6-7,10-13,28-34,61H,4-5,8-9,14-24H2,(H2,47,62)(H2,48,63)(H2,49,64)(H,53,66)(H,54,65)(H,55,69)(H,56,71)(H,57,68)(H,58,67)(H,59,70)(H4,50,51,52);1H3,(H,3,4)/t28-,29+,30+,31+,32+,33+,34+;/m1./s1
InChIKey	MLSVJHOYXJGGTR-IBZVUIFLNA-N

2D Structure PubChem\|9833407

Sequence

IUPAC Condensed	deamino-Cys(1)-Tyr-Phe-Gln-Asn-Cys(1)-Pro-D-Arg-Gly-NH2.CH3CO2H PubChem\|9833407
Amino acid chain	deamino--Cys(1)--Tyr--Phe--Gln--Asn--Cys(1)--Pro--D-Arg--Gly-NH2 CyclicPepedia\|PP
Graph representation	deamino,Cys,Tyr,Phe,Gln,Asn,Cys,Pro,D-Arg,Gly-NH2 @1,6 CyclicPepedia\|PP
One letter code from Structure	YFQNCPAG CyclicPepedia\|Struct2seq
Amino acid chain from Structure	Ac-Phe(1)--Phe--Gln--Asn--Cys(1)--Pro--Arg--CO CyclicPepedia\|Struct2seq
Description of the conversion sequence	The one letter code and Amino acid chain derived from the structural transformation may be inconsistent, with the Amino acid chain containing Essential Amino acid and the one letter code not.
svg Image PubChem\|9833407

Chemical and Physical Properties

CyclicPepedia|Struc2Seq + PP

Structure Properties

Property Name	Property Value
Exact Mass	1128.448085
Number of Rings	4.0
Complexity	0.743589744
XlogP3 AA	-4.2508
Heavy Atom Count	78.0
Hydrogen Bond Donor Count	14.0
Hydrogen Bond Acceptor Count	16.0
Rotatable Bond Count	19.0

Property Name	Property Value
Formal Charge	0.0
Refractivity	285.4735
Rule_of_Five	0.0
Number of Atoms	78.0
Topological Polar Surface Area	475.21
Refractivity	285.4735
Veber Rule	0.0
Ghose Filter	0.0

Property Name	Property Value
RDKit Fingerprint	01100010100000101100100111011000110000100111110000101010100000000110101111101111101110010110110010010101010001001010011000110010000001001000110000101111000100000101001010100011100110001111100110100100101001001000000100000001010100000101011110011110011100101111000110001000000010001001100000000010011010010011001001010101010100000011111011110110101000000010011000001001100010000010000000100010010100000100100100001100000010100100101000110011110011100000100100010110111000010000000100000010101010010100100000101110110000010110100110011101100110001100101010011110101000100100010110000000000010111100101000111001101010011000100000001101100000111100001110110111011001000110001010000000010101001100011100011000101101000000100111110011001001011000101010110010001110101011101110011000000001100001001010011000001000001001110000001101111010110000011011111001010000110011011100010001010100000100111000010011001101101010111000010100011100111110010000011111011000001011110101010000011000010110001000110011010100000011000000111101001101110011110110001010100000101011000101001010101001100111100001001001110110000001001101011010000000101011100110001001110111001000111011011000100110100110100111001001010011101110111011000001000001001101110111101100011100110111010010010000111111000010001000001000000001111000110001001001011010100001000001110110101001010011101110010001011110110001010000010000000101001000001010000101110000001100100011000111101011001000000011111010001101001011101101111110110001100001010000111011011011010000101100100111010011100000001000010100110010101100100011100000101110100111001001010111100010000101000010000011000000100010110000010100000000100000010000010001001011010100101010000101000010010001011110000100110101000001010110111001100000100111011001010100100010010110100010001000100001010010000011010011111001101100100011110000011110100111110011000000100000000000100011100000010110001101101110010100101101000011010000010101001010010111110110100101111001011011001000000011001101100111000001001100110010011000001001101110000100000000111100000011
Morgan Fingerprint	0100100000100000000000000000000001000000001000000000010000000000100000000000000010000000001000000000000000000000000101000000000010000000000010011001000000000000000000000000010100000000000000000100010000000000000000000000000000000000000000000010000000000100000000000000000000000000000000000100000000000100000000100010000000000000000000000000000000000001001110000010000001000000000000000000010010000000001000000000000010000000000000001001000000000010000000001010000000100000000000100000000000000000000000010000100100000000000000000001000000001000010000010000000100000000000001000010000000000000001001000000000000000000100000001010000000000000000000000010000000000000010000000001000000001000010000000000000000000000001000001000011000100000100100000100000000100000000000010000000000000000000001000000001000001001000000000000000000001000100001000100001001000000000000000000000000100000000000010000010000010010000000000010000000000010000000010000000000000000000001000000000000000000001010000000000000000000000010000000000001010000
MACCS Keys	00000000000000100000000001000000000010000001000000000110000000000001000000010111101111001011100111001000101000110100011111111101110110001111101101111011111111111111111

Sequence Properties

Property Name	Property Value
Boman Index	0.66375
Instability	53.3
Charge	-0.0648408307509237
Aliphatic Index	12.5

Binding Target

Other evidence

Property Name	Property ID
TTD	D0U7SH
DrugMAP	DMS3GVE

Manufacturers

Manufacturers Name	Value
CreativePeptides	Desmopressin Acetate
Bayer healthcare pharmaceuticals	Desmopressin Acetate
Upsher smith laboratories	Desmopressin Acetate
Merck	Desmopressin Acetate

Manufacturers Name	Value
Apotex	Desmopressin Acetate
Baxter Healthcare Corp	Desmopressin Acetate
Pharmasources	Desmopressin Acetate
Novartis	Desmopressin Acetate
AstraZeneca	Desmopressin Acetate

Forecasting tools

Forecasting tools	Value
Structure to Sequence	CC(=O)O.NC(=O)CC[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)CCSSC[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](CCCN=C(N)N)C(=O)NCC(N)=O)NC(=O)[C@H](CC(N)=O)NC1=O
Structure Properties	CC(=O)O.NC(=O)CC[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)CCSSC[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](CCCN=C(N)N)C(=O)NCC(N)=O)NC(=O)[C@H](CC(N)=O)NC1=O
Sequence to Structure	YFQNCPAG
Sequence Properties	YFQNCPAG
Expasy ProtParam Tool	YFQNCPAG
SEA	RUN SEA Predictions

Information Source

Property Name	Property ID
Patents	MLSVJHOYXJGGTR-IBZVUIFLNA-N
pubchem	9833407
Drugbank	Desmopressin Acetate
DRAMP3	Desmopressin Acetate
Uniprot	Desmopressin Acetate
Cybase	Desmopressin Acetate
CONOSERVER	Desmopressin Acetate
BindingDB	BDBM50247923
CHEMBL	CHEMBL1200556
CTD	D003894
Wikipedia	Desmopressin Acetate
KEGG Compound/Drug	Desmopressin Acetate
CHEBI	MLSVJHOYXJGGTR-IBZVUIFLNA-N
EPA DSSTox	DTXSID4046864
FDA Global Substance Registration System (GSRS)	1K12647SFC
DTP/NCI	Desmopressin Acetate
Chemspider	MLSVJHOYXJGGTR-IBZVUIFLNA-N

Reference

Pubmed_ID

Title

DOI

Journal

10479320

New geodiamolides from the sponge Cymbastela sp. collected in Papua New Guinea

10.1021/np990155o.

J Nat Prod

New geodiamolides from the sponge Cymbastela sp. collected in Papua New Guinea

Abstract

Geodiamolides J-P (11-17) and R (19), eight new cyclic depsipetides, have been isolated from the marine sponge Cymbastela sp. collected in Papua New Guinea. The serine residue in geodiamolides L-P (13-17) and R (19) has not been previously found in this family of compounds.