1-(4-Chloro-3-(trifluoromethyl)phenyl)-3-(2-(3-(prop-1-en-2-yl)-phenyl)propan-2-yl)urea

ID: ALA2178652

Chembl Id: CHEMBL2178652

PubChem CID: 71453700

Max Phase: Preclinical

Molecular Formula: C20H20ClF3N2O

Molecular Weight: 396.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)c1cccc(C(C)(C)NC(=O)Nc2ccc(Cl)c(C(F)(F)F)c2)c1

Standard InChI:  InChI=1S/C20H20ClF3N2O/c1-12(2)13-6-5-7-14(10-13)19(3,4)26-18(27)25-15-8-9-17(21)16(11-15)20(22,23)24/h5-11H,1H2,2-4H3,(H2,25,26,27)

Standard InChI Key:  NTLVMPJCDHOJPI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2178652

   1-[4-Chloro-3-(trifluoromethyl)phenyl]-3-[1-(3-isopropenylphenyl)-1-methyl-ethyl]urea

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: 396.84

Molecular Weight (Monoisotopic): 396.1216

AlogP: 6.45

#Rotatable Bonds: 4

Polar Surface Area: 41.13

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.28

CX Basic pKa: ┄

CX LogP: 6.04

CX LogD: 6.04

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.61

Np Likeness Score: -1.48

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