ID: ALA2178617

Max Phase: Preclinical

Molecular Formula: C19H21ClN4O3

Molecular Weight: 388.86

Molecule Type: Small molecule

Representations

Canonical SMILES:  C/C(=N\O)c1cccc(C(C)(C)NC(=O)Nc2ccc(Cl)c(C(N)=O)c2)c1

Standard InChI:  InChI=1S/C19H21ClN4O3/c1-11(24-27)12-5-4-6-13(9-12)19(2,3)23-18(26)22-14-7-8-16(20)15(10-14)17(21)25/h4-10,27H,1-3H3,(H2,21,25)(H2,22,23,26)/b24-11+

Standard InChI Key:  NRJRCKIOCQMNMC-BHGWPJFGSA-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: 388.86

Molecular Weight (Monoisotopic): 388.1302

AlogP: 3.69

#Rotatable Bonds: 5

Polar Surface Area: 116.81

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.81

CX Basic pKa: 2.38

CX LogP: 2.54

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.36

Np Likeness Score: -1.69

References

1. Gorla SK, Kavitha M, Zhang M, Liu X, Sharling L, Gollapalli DR, Striepen B, Hedstrom L, Cuny GD..  (2012)  Selective and potent urea inhibitors of cryptosporidium parvum inosine 5'-monophosphate dehydrogenase.,  55  (17): [PMID:22950983] [10.1021/jm3007917]

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