(S)-N-(2-(2,3-Dichlorophenoxy)propyl)-2-(4-methoxyphenyl)-benzo[d]oxazol-5-amine

ID: ALA4215251

Chembl Id: CHEMBL4215251

PubChem CID: 145974392

Max Phase: Preclinical

Molecular Formula: C23H20Cl2N2O3

Molecular Weight: 443.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc3cc(NC[C@H](C)Oc4cccc(Cl)c4Cl)ccc3o2)cc1

Standard InChI:  InChI=1S/C23H20Cl2N2O3/c1-14(29-21-5-3-4-18(24)22(21)25)13-26-16-8-11-20-19(12-16)27-23(30-20)15-6-9-17(28-2)10-7-15/h3-12,14,26H,13H2,1-2H3/t14-/m0/s1

Standard InChI Key:  LIVUJTBSQBRMDY-AWEZNQCLSA-N

Alternative Forms

1. Parent:

   

   ALA4215251

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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: 443.33

Molecular Weight (Monoisotopic): 442.0851

AlogP: 6.69

#Rotatable Bonds: 7

Polar Surface Area: 56.52

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.12

CX LogP: 5.93

CX LogD: 5.93

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.34

Np Likeness Score: -1.43

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