ID: ALA1681824

Max Phase: Preclinical

Molecular Formula: C44H43N6O9P

Molecular Weight: 830.83

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](Cc1ccc(OP(=O)(O)O)cc1)NC(=O)c1ccc(C#N)cc1)C(=O)Nc1cc(C(=O)NCc2ccccc2)cc(-c2ccc(C(N)=O)cc2)c1

Standard InChI:  InChI=1S/C44H43N6O9P/c1-27(2)20-38(50-44(55)39(49-42(53)33-12-8-29(25-45)9-13-33)21-28-10-18-37(19-11-28)59-60(56,57)58)43(54)48-36-23-34(31-14-16-32(17-15-31)40(46)51)22-35(24-36)41(52)47-26-30-6-4-3-5-7-30/h3-19,22-24,27,38-39H,20-21,26H2,1-2H3,(H2,46,51)(H,47,52)(H,48,54)(H,49,53)(H,50,55)(H2,56,57,58)/t38-,39-/m0/s1

Standard InChI Key:  PEXNGCNKHRPGFE-YDAXCOIMSA-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: 830.83

Molecular Weight (Monoisotopic): 830.2829

AlogP: 5.24

#Rotatable Bonds: 17

Polar Surface Area: 250.04

Molecular Species: ACID

HBA: 8

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 1.79

CX Basic pKa:

CX LogP: 5.10

CX LogD: 1.99

Aromatic Rings: 5

Heavy Atoms: 60

QED Weighted: 0.06

Np Likeness Score: -0.76

References

1. Shahani VM, Yue P, Fletcher S, Sharmeen S, Sukhai MA, Luu DP, Zhang X, Sun H, Zhao W, Schimmer AD, Turkson J, Gunning PT..  (2011)  Design, synthesis, and in vitro characterization of novel hybrid peptidomimetic inhibitors of STAT3 protein.,  19  (5): [PMID:21216604] [10.1016/j.bmc.2010.12.010]

Source

Source(1):

• Scientific Literature