Basic information

CPKB ID	CP00845
IUPAC Name	(3S,6S,12S,15R,18R,21E,24S,25S,26S)-12-benzyl-6-[(2S)-butan-2-yl]-26-[(E)-but-2-en-2-yl]-24-hydroxy-3,10,13,15,21,25-hexamethyl-18-(2-methylpropyl)-1,19-dioxa-4,7,10,13,16-pentazacyclohexacos-21-ene-2,5,8,11,14,17,20-heptone
Synonyms	Chembl507178 Cyclo[N-Methyl-L-Phe-Sar-L-Ile-L-Ala-[(2R,5E,8S,9S,10S,11E)-10-Hydroxy*-2-Isobutyl-5,9,11-Trimethyl-8-Hydroxy-1,4-Dioxo-3-Oxa-5,11-Tridecadiene-1-Yl]-D-Ala-] Kulokekahilide-2
Source	Philinopsis speciosa [Division : Invertebrates] Taxonomy :1226721 (Metazoa-Mollusca-Cephalaspidea-Gastropoda-Aglajidae Philinopsis) Wikipedia: Philinopsis speciosa PubChem
Information	Kulokekahilide-2 is a natural product found in Philinopsis speciosa with data available. PubChem\|11491350

Legend

Structure

Molecular Formula	C44H67N5O10
Molecular Weight	825.4887933 g/mol
SMILES RUN SEA Predictions	C/C=C(\C)[C@H]1OC(=O)[C@H](C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)CN(C)C(=O)[C@H](Cc2ccccc2)N(C)C(=O)[C@@H](C)NC(=O)[C@@H](CC(C)C)OC(=O)/C(C)=C/C[C@H](O)[C@@H]1C PubChem\|11491350
InChI	InChI=1S/C44H67N5O10/c1-13-26(5)37-40(53)46-31(10)44(57)59-38(27(6)14-2)29(8)34(50)21-20-28(7)43(56)58-35(22-25(3)4)39(52)45-30(9)41(54)49(12)33(23-32-18-16-15-17-19-32)42(55)48(11)24-36(51)47-37/h14-20,25-26,29-31,33-35,37-38,50H,13,21-24H2,1-12H3,(H,45,52)(H,46,53)(H,47,51)/b27-14+,28-20+/t26-,29-,30+,31-,33-,34-,35+,37-,38+/m0/s1
InChIKey	JUJXAYASADIXIM-AEVCTVLVNA-N

2D Structure PubChem\|11491350

Sequence

IUPAC Condensed	cyclo[D-Ala-N(Me)Phe-Sar-Ile-Ala-Unk] PubChem\|11491350
Amino acid chain	D-Ala(1)--N(Me)Phe--Sar--Ile--Ala-Unk(1) CyclicPepedia\|PP
Graph representation	D-Ala,N(Me)Phe,Sar,Ile,Ala-Unk @0,4 CyclicPepedia\|PP
One letter code from Structure	AFGIA CyclicPepedia\|Struct2seq
Amino acid chain from Structure	Ala(1)--NMe-Phe--NMe-Gly--Ile--4Me-Hva(1) 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.

Chemical and Physical Properties

CyclicPepedia|Struc2Seq + PP

Structure Properties

Property Name	Property Value
Exact Mass	825.4887933
Number of Rings	2.0
Complexity	0.898305085
XlogP3 AA	3.2377
Heavy Atom Count	59.0
Hydrogen Bond Donor Count	4.0
Hydrogen Bond Acceptor Count	10.0
Rotatable Bond Count	7.0

Property Name	Property Value
Formal Charge	0.0
Refractivity	223.1269
Rule_of_Five	0.0
Number of Atoms	59.0
Topological Polar Surface Area	200.75
Refractivity	223.1269
Veber Rule	0.0
Ghose Filter	0.0

Property Name	Property Value
RDKit Fingerprint	01100111100110110101110111111001111001100111100101110010100101110011001111111101101110000010110011010101000101111011001101111010010001101011110000011111000010010110001100000110010111010111100111100111111111001010110101011010111011110101111101001110111101011111010111001101010010000011001100000110011001011110101111101110110100100010111011010110001011100011011101100001011011000000001001100011010111000110000111001100001110000000111101111011111110100001001110010010111111010000010000001010001110010100110001101110110001100110111010011111110111010101100011010110001110001101010011101001100110111100111000010101001010111111111100001111100111111100000111101111010001000110101010001001010101011110011100111111100111100001010101100010001001011111100110010010001111111010111111010010001101111001001010001000001110001000100000111011111111111100111011101111111000111001011101001011000100000100111001001111101101100011111101010111010101111111000001011111101001111100011001011011011001010111011010010001110100010110110111101101001111110011111110011111100000101110010000111101101111100001110001001001111110001001011001110010000110101000001110001001011100010100101001101001011110100100101111011001010110001110100101100101110001101101010111101000011101010111011011010011101101011110000000110110110010110011110001111001111111110011100101100111100011010011111110101101010100110011010110101010100101001110011100100111000101011110101011111101100010101010010011111111001001111011000101001110010011110001110000111101011100000011100110111011011101100010001010010110011110110100010011100011101100110101111101101101100010000011000011000011110100101010011000110011000010010110010101101101000111001100001111010001100001010101011110100100100111000011000111001000101001100111011010010101010011010110101010100110100001011011000101011011111111101100101001110011011111110111111011000010110000100101010011101100010000011101111100101101101101101111010100111101010010110111110111110111111011011011001011010101001001100111001101011110000110010000000111101101101100011111111000011011
Morgan Fingerprint	0100010000100000000000000000000001000000001000000000001001000000110000001000000010001000001000100000000000000100000000100100000000100000000000000000000000000000000000000000000100000000000000000000001000000000000000000000000000000000010000000000000000110000000000000000000000000001000101000000001000000100010000000010000000000000000000010000000000000000000010100000000000000000000000000000010000000100100000000000000000000010000000001000000000001000000000000010000000000000000000000010000000000000000000000000000000000001100000000000000000000000000000010000000000000000000000000000000000000001000000100000000000000000000000000001000000000000000000000010000010000000000001000001000000100100000000100010000000000000001000000000001000100000000000001000011000000100000000000000000000000000000000000000000000010001000100000000000101000010000000000000101001000000000001000000000000000011000000000000000000000000000000000000000000100010000000010000010000000000000000001000000000000000000000001000000000000000000000000000000001010000
MACCS Keys	00000000000000000000000000000000000000000000000000100010010000000000000010111001000001100111110100011000100010110011110011110001100110001101111100101111111111111111110

Sequence Properties

Property Name	Property Value
Boman Index	-2.492
Instability	-8.98
Charge	-0.00201570060725275
Aliphatic Index	118.0

Manufacturers

Manufacturers Name	Value
CreativePeptides	Kulokekahilide-2
Bayer healthcare pharmaceuticals	Kulokekahilide-2
Upsher smith laboratories	Kulokekahilide-2
Merck	Kulokekahilide-2

Manufacturers Name	Value
Apotex	Kulokekahilide-2
Baxter Healthcare Corp	Kulokekahilide-2
Pharmasources	Kulokekahilide-2
Novartis	Kulokekahilide-2
AstraZeneca	Kulokekahilide-2

Forecasting tools

Forecasting tools	Value
Structure to Sequence	C/C=C(\C)[C@H]1OC(=O)[C@H](C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)CN(C)C(=O)[C@H](Cc2ccccc2)N(C)C(=O)[C@@H](C)NC(=O)[C@@H](CC(C)C)OC(=O)/C(C)=C/C[C@H](O)[C@@H]1C
Structure Properties	C/C=C(\C)[C@H]1OC(=O)[C@H](C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)CN(C)C(=O)[C@H](Cc2ccccc2)N(C)C(=O)[C@@H](C)NC(=O)[C@@H](CC(C)C)OC(=O)/C(C)=C/C[C@H](O)[C@@H]1C
Sequence to Structure	AFGIA
Sequence Properties	AFGIA
Expasy ProtParam Tool	AFGIA
SEA	RUN SEA Predictions

Information Source

Property Name	Property ID
Patents	JUJXAYASADIXIM-AEVCTVLVNA-N
pubchem	11491350
Drugbank	Kulokekahilide-2
DRAMP3	Kulokekahilide-2
Uniprot	Kulokekahilide-2
Cybase	Kulokekahilide-2
CONOSERVER	Kulokekahilide-2
BindingDB	C/C=C(\C)[C@H]1OC(=O)[C@H](C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)CN(C)C(=O)[C@H](Cc2ccccc2)N(C)C(=O)[C@@H](C)NC(=O)[C@@H](CC(C)C)OC(=O)/C(C)=C/C[C@H](O)[C@@H]1C
CHEMBL	CHEMBL507178
CTD	Kulokekahilide-2
Wikipedia	Kulokekahilide-2
KEGG Compound/Drug	Kulokekahilide-2
CHEBI	JUJXAYASADIXIM-AEVCTVLVNA-N
EPA DSSTox	Kulokekahilide-2
FDA Global Substance Registration System (GSRS)	Kulokekahilide-2
DTP/NCI	Kulokekahilide-2
Chemspider	JUJXAYASADIXIM-AEVCTVLVNA-N

Reference

Pubmed_ID	Title	DOI	Journal
18327911	Antineoplastic agents. 536. New sources of naturally occurring cancer cell growth inhibitors from marine organisms, terrestrial plants, and microorganisms(1a,)	10.1021/np700738k.	J Nat Prod
Antineoplastic agents. 536. New sources of naturally occurring cancer cell growth inhibitors from marine organisms, terrestrial plants, and microorganisms(1a,) Abstract Bioassay-guided fractionation of extracts of various plants, marine organisms, and microorganisms has led to the discovery of new natural sources of a number of known compounds that have significant biological activity. The isolation of interesting and valuable cancer cell growth inhibitors including majusculamide C ( 1), axinastatin 5 ( 5), bengazoles A ( 6), B ( 7), and E ( 8), manzamine A ( 10), jaspamide ( 11), and neoechinulin A ( 19) has been summarized.

Pubmed_ID

Title

DOI

Journal

18327911

Antineoplastic agents. 536. New sources of naturally occurring cancer cell growth inhibitors from marine organisms, terrestrial plants, and microorganisms(1a,)

10.1021/np700738k.

J Nat Prod

Antineoplastic agents. 536. New sources of naturally occurring cancer cell growth inhibitors from marine organisms, terrestrial plants, and microorganisms(1a,)

Abstract

Bioassay-guided fractionation of extracts of various plants, marine organisms, and microorganisms has led to the discovery of new natural sources of a number of known compounds that have significant biological activity. The isolation of interesting and valuable cancer cell growth inhibitors including majusculamide C ( 1), axinastatin 5 ( 5), bengazoles A ( 6), B ( 7), and E ( 8), manzamine A ( 10), jaspamide ( 11), and neoechinulin A ( 19) has been summarized.

Kulokekahilide-2

Basic information

Legend

Structure

Download structure

Sequence

Chemical and Physical Properties

Structure Properties

Sequence Properties

Manufacturers

Forecasting tools

Information Source

Reference

Antineoplastic agents. 536. New sources of naturally occurring cancer cell growth inhibitors from marine organisms, terrestrial plants, and microorganisms(1a,)

Abstract