(S)-2-(2,3-dichlorophenoxy)-N-(2-(pyridin-4-yl)benzo[d]oxazol-5-yl)propanamide

ID: ALA2348796

Chembl Id: CHEMBL2348796

Cas Number: 1434517-02-8

PubChem CID: 71662081

Max Phase: Preclinical

Molecular Formula: C21H15Cl2N3O3

Molecular Weight: 428.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](Oc1cccc(Cl)c1Cl)C(=O)Nc1ccc2oc(-c3ccncc3)nc2c1

Standard InChI:  InChI=1S/C21H15Cl2N3O3/c1-12(28-18-4-2-3-15(22)19(18)23)20(27)25-14-5-6-17-16(11-14)26-21(29-17)13-7-9-24-10-8-13/h2-12H,1H3,(H,25,27)/t12-/m0/s1

Standard InChI Key:  HRXGXBGJVNUGSX-LBPRGKRZSA-N

Alternative Forms

1. Parent:

   

   ALA2348796

   Impdh2-IN-2

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: 428.28

Molecular Weight (Monoisotopic): 427.0490

AlogP: 5.60

#Rotatable Bonds: 5

Polar Surface Area: 77.25

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.38

CX Basic pKa: 2.83

CX LogP: 4.66

CX LogD: 4.66

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -1.90

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]

3. 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]

4. 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