ID: ALA4212299

Max Phase: Preclinical

Molecular Formula: C30H23N3O4

Molecular Weight: 489.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](Oc1ccccc1OCc1ccccc1)C(=O)Nc1ccc2oc(-c3ccc(C#N)cc3)nc2c1

Standard InChI:  InChI=1S/C30H23N3O4/c1-20(36-28-10-6-5-9-27(28)35-19-22-7-3-2-4-8-22)29(34)32-24-15-16-26-25(17-24)33-30(37-26)23-13-11-21(18-31)12-14-23/h2-17,20H,19H2,1H3,(H,32,34)/t20-/m0/s1

Standard InChI Key:  KTFSVWFQXMZSPH-FQEVSTJZSA-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: 489.53

Molecular Weight (Monoisotopic): 489.1689

AlogP: 6.35

#Rotatable Bonds: 8

Polar Surface Area: 97.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.37

CX Basic pKa: 0.10

CX LogP: 6.09

CX LogD: 6.09

Aromatic Rings: 5

Heavy Atoms: 37

QED Weighted: 0.27

Np Likeness Score: -1.55

References

1. Chacko S, Boshoff HIM, Singh V, Ferraris DM, Gollapalli DR, Zhang M, Lawson AP, Pepi MJ, Joachimiak A, Rizzi M, Mizrahi V, Cuny GD, Hedstrom L..  (2018)  Expanding Benzoxazole-Based Inosine 5'-Monophosphate Dehydrogenase (IMPDH) Inhibitor Structure-Activity As Potential Antituberculosis Agents.,  61  (11): [PMID:29746130] [10.1021/acs.jmedchem.7b01839]

Source

Source(1):

• Scientific Literature