ID: ALA4213733

Max Phase: Preclinical

Molecular Formula: C23H16Cl2N2O5

Molecular Weight: 471.30

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H](Oc1cccc(Cl)c1Cl)C(=O)Nc1ccc2oc(-c3ccc(C(=O)O)cc3)nc2c1

Standard InChI:  InChI=1S/C23H16Cl2N2O5/c1-12(31-19-4-2-3-16(24)20(19)25)21(28)26-15-9-10-18-17(11-15)27-22(32-18)13-5-7-14(8-6-13)23(29)30/h2-12H,1H3,(H,26,28)(H,29,30)/t12-/m0/s1

Standard InChI Key:  ZYCYIWWMQMEHKE-LBPRGKRZSA-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: 471.30

Molecular Weight (Monoisotopic): 470.0436

AlogP: 5.91

#Rotatable Bonds: 6

Polar Surface Area: 101.66

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.75

CX Basic pKa: 0.05

CX LogP: 5.53

CX LogD: 2.25

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.36

Np Likeness Score: -1.60

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]

2. Juvale K, Shaik A, Kirubakaran S..  (2019)  Inhibitors of inosine 5'-monophosphate dehydrogenase as emerging new generation antimicrobial agents.,  10  (8): [PMID:31534651] [10.1039/C9MD00179D]

Source

Source(1):

• Scientific Literature