4'-Fluoro-N-(2-methyl-5-(3-(3,4,5-trimethoxybenzoyl)thioureido)phenyl)biphenyl-4-carboxamide

ID: ALA2031263

Chembl Id: CHEMBL2031263

PubChem CID: 57326387

Max Phase: Preclinical

Molecular Formula: C31H28FN3O5S

Molecular Weight: 573.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)NC(=S)Nc2ccc(C)c(NC(=O)c3ccc(-c4ccc(F)cc4)cc3)c2)cc(OC)c1OC

Standard InChI:  InChI=1S/C31H28FN3O5S/c1-18-5-14-24(33-31(41)35-30(37)22-15-26(38-2)28(40-4)27(16-22)39-3)17-25(18)34-29(36)21-8-6-19(7-9-21)20-10-12-23(32)13-11-20/h5-17H,1-4H3,(H,34,36)(H2,33,35,37,41)

Standard InChI Key:  UYGWJHNCQVCGDK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2031263

   N-[[3-[[4-(4-fluorophenyl)benzoyl]amino]-4-methylphenyl]carbamothioyl]-3,4,5-trimethoxybenzamide

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: 573.65

Molecular Weight (Monoisotopic): 573.1734

AlogP: 6.21

#Rotatable Bonds: 8

Polar Surface Area: 97.92

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.14

CX Basic pKa: ┄

CX LogP: 6.53

CX LogD: 6.53

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.22

Np Likeness Score: -1.41

References

1. Solinas A, Faure H, Roudaut H, Traiffort E, Schoenfelder A, Mann A, Manetti F, Taddei M, Ruat M..  (2012)  Acylthiourea, acylurea, and acylguanidine derivatives with potent hedgehog inhibiting activity.,  55  (4): [PMID:22268551] [10.1021/jm2013369]

2. Vesci L, Milazzo FM, Stasi MA, Pace S, Manera F, Tallarico C, Cini E, Petricci E, Manetti F, De Santis R, Giannini G..  (2018)  Hedgehog pathway inhibitors of the acylthiourea and acylguanidine class show antitumor activity on colon cancer in vitro and in vivo.,  157  [PMID:30099257] [10.1016/j.ejmech.2018.07.053]

Source

Source(1):

• Scientific Literature