kurahyne

ID: ALA3628709

Chembl Id: CHEMBL3628709

PubChem CID: 122193699

Max Phase: Preclinical

Molecular Formula: C47H78N6O7

Molecular Weight: 839.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCCC/C=C(\C)C(=O)N(C)[C@H](C(=O)N(C)[C@H](C(=O)N(C)[C@H](C(=O)N(C)[C@H](C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)CC)C(C)C)C(C)C)[C@@H](C)CC)[C@@H](C)CC

Standard InChI:  InChI=1S/C47H78N6O7/c1-16-20-21-22-25-34(11)42(55)50(14)40(32(9)17-2)46(59)51(15)41(33(10)18-3)45(58)48(12)38(30(5)6)44(57)49(13)39(31(7)8)47(60)53-29-24-27-36(53)43(56)52-28-23-26-35(52)37(54)19-4/h1,25,30-33,35-36,38-41H,17-24,26-29H2,2-15H3/b34-25+/t32-,33-,35-,36-,38-,39-,40-,41-/m0/s1

Standard InChI Key:  LXNZOJGPYBTQHD-BTEYVOOESA-N

Alternative Forms

1. Parent:

   

   ALA3628709

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 839.18

Molecular Weight (Monoisotopic): 838.5932

AlogP: 5.41

#Rotatable Bonds: 21

Polar Surface Area: 138.93

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 3

CX Acidic pKa:

CX Basic pKa: 0.04

CX LogP: 5.98

CX LogD: 5.98

Aromatic Rings: 0

Heavy Atoms: 60

QED Weighted: 0.09

Np Likeness Score: 0.33

References

1. Iwasaki A, Ohno O, Katsuyama S, Morita M, Sasazawa Y, Dan S, Simizu S, Yamori T, Suenaga K..  (2015)  Identification of a molecular target of kurahyne, an apoptosis-inducing lipopeptide from marine cyanobacterial assemblages.,  25  (22): [PMID:26428873] [10.1016/j.bmcl.2015.09.044]

2. Talele TT..  (2020)  Acetylene Group, Friend or Foe in Medicinal Chemistry.,  63  (11): [PMID:32031378] [10.1021/acs.jmedchem.9b01617]

Source

Source(1):

• Scientific Literature