Basic information

CPKB ID	CP00149
IUPAC Name	(2S)-6-amino-2-[[1-[(4R,7S,10S,13S,16S,19R)-19-amino-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-carbonyl]amino]hexanoic acid
Synonyms	32472-43-8 8-L-Lysine-9-Deglycinamide-Vasopressin 9-Desglycinamide-Lysine-Vasopressin 9-Des-Gly-Nh(2)-Lys-Vasopressin Desglycinamide(9)-Lysine-Vasopressin Dglvp Vasopressin,-9-Desglycinamide-Lysine- Vasopressin,-9-Des-Gly-Nh(2)-Lys-

Legend

Structure

Molecular Formula	C44H61N11O12S2
Molecular Weight	999.3942584 g/mol
SMILES RUN SEA Predictions	NCCCC[C@H](NC(=O)C1CCCN1C(=O)[C@@H]1CSSC[C@H](N)C(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N1)C(=O)O PubChem\|169434
InChI	InChI=1S/C44H61N11O12S2/c45-17-5-4-9-29(44(66)67)50-42(64)34-10-6-18-55(34)43(65)33-23-69-68-22-27(46)37(59)51-30(20-25-11-13-26(56)14-12-25)40(62)52-31(19-24-7-2-1-3-8-24)39(61)49-28(15-16-35(47)57)38(60)53-32(21-36(48)58)41(63)54-33/h1-3,7-8,11-14,27-34,56H,4-6,9-10,15-23,45-46H2,(H2,47,57)(H2,48,58)(H,49,61)(H,50,64)(H,51,59)(H,52,62)(H,53,60)(H,54,63)(H,66,67)/t27-,28-,29-,30-,31-,32-,33-,34?/m0/s1
InChIKey	WPCFWQWRFMYCKC-NHECWXPANA-N

2D Structure PubChem\|169434

Sequence

IUPAC Condensed	H-Cys(1)-Tyr-Phe-Gln-Asn-Cys(1)-DL-Pro-Lys-OH PubChem\|169434
Amino acid chain	H-Cys(1)--Tyr--Phe--Gln--Asn--Cys(1)--DL-Pro--Lys--OH CyclicPepedia\|PP
Graph representation	H-Cys,Tyr,Phe,Gln,Asn,Cys,DL-Pro,Lys,OH @0,5 CyclicPepedia\|PP
One letter code from Structure	CYFQNCPK CyclicPepedia\|Struct2seq
Amino acid chain from Structure	Cys(1)--Tyr--Phe--Gln--Asn--Cys(1)--Pro--Lys 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\|169434

Chemical and Physical Properties

CyclicPepedia|Struc2Seq + PP

Structure Properties

Property Name	Property Value
Exact Mass	999.3942584
Number of Rings	4.0
Complexity	0.724637681
XlogP3 AA	-2.846
Heavy Atom Count	69.0
Hydrogen Bond Donor Count	12.0
Hydrogen Bond Acceptor Count	15.0
Rotatable Bond Count	17.0

Property Name	Property Value
Formal Charge	0.0
Refractivity	253.9484
Rule_of_Five	0.0
Number of Atoms	69.0
Topological Polar Surface Area	390.66
Refractivity	253.9484
Veber Rule	0.0
Ghose Filter	0.0

Property Name	Property Value
RDKit Fingerprint	01100010100000111100110011111000110000100111110000111010100001000110101111101111101110010110110010010101000001001011011000110010000001001000110000101111000100000101001110100011100110001111100100100110101001001000000100000001010100000101001110011110011100101111000110001000000010001001100000000010011010011011001101010101010100000011111011110110101000000010111000001001101010000010001000100010010100000100100100001101000010100100101000110011110011100000100100010110111000010000000100000010001010010101100000101110110001010110110110011101100110001100100010011110101000101100010110000001000010111100101000111001101010011000100000001111100000111100001111110111011001000110001010000001010101001100011100011000101101000000000111110011001001011000101010110010001110101011001110011000000001100001001010011000001100001001110100001101111010110000011011111001011000110011111100010001010100000100111000011011101101101010111000010100011100111110010000011111001000001011110101010000011000010110001000110011010100000011000000111101001111110011110110001011100000001011000101001110101001100111100001001001110110000001001101011010000000101011100110001001110011001100111001111000100110100110100111001001010011101110111011000001000001001101110111100100011100110111001010010000101111001110001000000000000001111000110001001001011010100101000001110110101001010011101110010001011110110011010000010000000101001000001010000101110000001100100011000101101011001000000011111010001101101011101101111110110001100001011000111011011011010000110100100111010011110000001000010100110010101100100011100000101110100111001001011111100010000001000010000011000000100010110000010100000000110110010000011001001011010100101010001101000010010001011110100100110101000001010110101001100000100111011001010101100010010110101010001000100001010010000011010011111101101100100010111010011110100111110011000000100000000000110011100000010100001101101110011100101101000011010000010101001010010111110110100001111001011011001010000011001101100111000001001100110010011000001011101110000100000000111100010011
Morgan Fingerprint	0100100000100000000000000100000000000000001000000000000000100000100000000000000010000000001000000000000000000000000101000000000010000000000010010001000000000000000000000000000100000000000000000100000000000000000000000000000000000000000000000010000000000000000100000000000000000000000000000100000000000100000000100010000000000000000000000000000100000000001110000010000001000000000000000000010010000000001000000000000000000000000000001001000000000010000000001010000000000000100000100000001000000100000000010000000100000000000000000001000000001000010000000000000100000000000000000010000000010000000001001000000000000000100000001000000000000000000000000010000000000000010000000001000000000000010000000000000000000000000000000000001000100000100100000100000000100000000000010000000000000000000000000000001000001001100000001000100000001000100001000000001001000000000000000000000000100000000000010000010000010000000000000000000000000010000000010000000000000000000001000000000000000000000001000000000000000000000010000000000000010000
MACCS Keys	00000000000000100000000000000000000010000000000000000110000000000001000000010001101111001011100111001000100000110100011011111101110111001111101101111011111111110111110

Sequence Properties

Property Name	Property Value
Boman Index	1.54125
Instability	29.225
Charge	0.872889419471714

Manufacturers

Manufacturers Name	Value
CreativePeptides	Dglvp
Bayer healthcare pharmaceuticals	Dglvp
Upsher smith laboratories	Dglvp
Merck	Dglvp

Manufacturers Name	Value
Apotex	Dglvp
Baxter Healthcare Corp	Dglvp
Pharmasources	Dglvp
Novartis	Dglvp
AstraZeneca	Dglvp

Forecasting tools

Forecasting tools	Value
Structure to Sequence	NCCCC[C@H](NC(=O)C1CCCN1C(=O)[C@@H]1CSSC[C@H](N)C(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N1)C(=O)O
Structure Properties	NCCCC[C@H](NC(=O)C1CCCN1C(=O)[C@@H]1CSSC[C@H](N)C(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N1)C(=O)O
Sequence to Structure	CYFQNCPK
Sequence Properties	CYFQNCPK
Expasy ProtParam Tool	CYFQNCPK
SEA	RUN SEA Predictions

Information Source

Property Name	Property ID
Patents	WPCFWQWRFMYCKC-NHECWXPANA-N
pubchem	169434
Drugbank	Dglvp
DRAMP3	Dglvp
Uniprot	Dglvp
Cybase	Dglvp
CONOSERVER	Dglvp
BindingDB	NCCCC[C@H](NC(=O)C1CCCN1C(=O)[C@@H]1CSSC[C@H](N)C(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N1)C(=O)O
CHEMBL	Dglvp
CTD	Dglvp
Wikipedia	Dglvp
KEGG Compound/Drug	Dglvp
CHEBI	WPCFWQWRFMYCKC-NHECWXPANA-N
EPA DSSTox	Dglvp
FDA Global Substance Registration System (GSRS)	Dglvp
DTP/NCI	Dglvp
Chemspider	WPCFWQWRFMYCKC-NHECWXPANA-N

Reference

Pubmed_ID

Title

DOI

Journal

8984160

Oscillapeptin G, a tyrosinase inhibitor from toxic Oscillatoria agardhii

10.1021/np9600210.

J Nat Prod

Oscillapeptin G, a tyrosinase inhibitor from toxic Oscillatoria agardhii

Abstract

Oscillapeptin G, a tyrosinase inhibitor, was isolated from the freshwater toxic cyanobacterium Oscillatoria agardhii. The structure was determined to be 1 by chemical degradation and 2D NMR analyses.