ID: ALA448516

Max Phase: Preclinical

Molecular Formula: C36H64N7O17P3S

Molecular Weight: 991.93

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCCCCCCC(=O)CSCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OP(=O)(O)O

Standard InChI:  InChI=1S/C36H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-25(44)21-64-19-18-38-27(45)16-17-39-34(48)31(47)36(2,3)22-57-63(54,55)60-62(52,53)56-20-26-30(59-61(49,50)51)29(46)35(58-26)43-24-42-28-32(37)40-23-41-33(28)43/h23-24,26,29-31,35,46-47H,4-22H2,1-3H3,(H,38,45)(H,39,48)(H,52,53)(H,54,55)(H2,37,40,41)(H2,49,50,51)/t26-,29-,30-,31?,35-/m1/s1

Standard InChI Key:  JKWHUJMJVNMKEF-DJEJIMQCSA-N

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

Properties

Molecular Weight: 991.93

Molecular Weight (Monoisotopic): 991.3292

AlogP: 3.41

#Rotatable Bonds: 33

Polar Surface Area: 363.63

Molecular Species: ACID

HBA: 19

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.82

CX Basic pKa: 4.84

CX LogP: -0.43

CX LogD: -6.51

Aromatic Rings: 2

Heavy Atoms: 64

QED Weighted: 0.04

Np Likeness Score: 0.44

References

1. Paige LA, Zheng GQ, DeFrees SA, Cassady JM, Geahlen RL..  (1989)  S-(2-oxopentadecyl)-CoA, a nonhydrolyzable analogue of myristoyl-CoA, is a potent inhibitor of myristoyl-CoA:protein N-myristoyltransferase.,  32  (8): [PMID:2754690] [10.1021/jm00128a001]

2. Wu J, Tao Y, Zhang M, Howard MH, Gutteridge S, Ding J..  (2007)  Crystal structures of Saccharomyces cerevisiae N-myristoyltransferase with bound myristoyl-CoA and inhibitors reveal the functional roles of the N-terminal region.,  282  (30): [PMID:17513302] [10.1074/jbc.m702696200]

Source

Source(1):

• Scientific Literature