(S)-2-phenyl-N-(2-(pyridin-4-yl)benzo[d]oxazol-5-yl)propanamide

ID: ALA2348634

Chembl Id: CHEMBL2348634

PubChem CID: 71662588

Max Phase: Preclinical

Molecular Formula: C21H17N3O2

Molecular Weight: 343.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](C(=O)Nc1ccc2oc(-c3ccncc3)nc2c1)c1ccccc1

Standard InChI:  InChI=1S/C21H17N3O2/c1-14(15-5-3-2-4-6-15)20(25)23-17-7-8-19-18(13-17)24-21(26-19)16-9-11-22-12-10-16/h2-14H,1H3,(H,23,25)/t14-/m0/s1

Standard InChI Key:  HEVUROULBIHFRC-AWEZNQCLSA-N

Alternative Forms

1. Parent:

   

   ALA2348634

   (2S)-2-phenyl-N-[2-(4-pyridyl)-1,3-benzoxazol-5-yl]propanamide

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: 343.39

Molecular Weight (Monoisotopic): 343.1321

AlogP: 4.63

#Rotatable Bonds: 4

Polar Surface Area: 68.02

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.29

CX Basic pKa: 2.83

CX LogP: 3.74

CX LogD: 3.74

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.59

Np Likeness Score: -1.56

References

1. Gorla SK, Kavitha M, Zhang M, Chin JE, Liu X, Striepen B, Makowska-Grzyska M, Kim Y, Joachimiak A, Hedstrom L, Cuny GD..  (2013)  Optimization of benzoxazole-based inhibitors of Cryptosporidium parvum inosine 5'-monophosphate dehydrogenase.,  56  (10): [PMID:23668331] [10.1021/jm400241j]

2. Mandapati K, Gorla SK, House AL, McKenney ES, Zhang M, Rao SN, Gollapalli DR, Mann BJ, Goldberg JB, Cuny GD, Glomski IJ, Hedstrom L..  (2014)  Repurposing cryptosporidium inosine 5'-monophosphate dehydrogenase inhibitors as potential antibacterial agents.,  5  (8): [PMID:25147601] [10.1021/ml500203p]

Source

Source(1):

• Scientific Literature