3,4,5-trimethoxy-N-(N-(4-methyl-3-(4-phenethylbenzamido)phenyl)carbamimidoyl)benzamide hydrochloride

ID: ALA4287905

Chembl Id: CHEMBL4287905

PubChem CID: 136235464

Max Phase: Preclinical

Molecular Formula: C33H35ClN4O5

Molecular Weight: 566.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)NC(=N)Nc2ccc(C)c(NC(=O)c3ccc(CCc4ccccc4)cc3)c2)cc(OC)c1OC.Cl

Standard InChI:  InChI=1S/C33H34N4O5.ClH/c1-21-10-17-26(35-33(34)37-32(39)25-18-28(40-2)30(42-4)29(19-25)41-3)20-27(21)36-31(38)24-15-13-23(14-16-24)12-11-22-8-6-5-7-9-22;/h5-10,13-20H,11-12H2,1-4H3,(H,36,38)(H3,34,35,37,39);1H

Standard InChI Key:  HZKNRYIBMQZAOK-UHFFFAOYSA-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

Calculated Properties

Molecular Weight: 566.66

Molecular Weight (Monoisotopic): 566.2529

AlogP: 5.83

#Rotatable Bonds: 10

Polar Surface Area: 121.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.26

CX Basic pKa: 3.87

CX LogP: 6.40

CX LogD: 6.40

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.14

Np Likeness Score: -0.72

References

1. Ghirga F, Mori M, Infante P..  (2018)  Current trends in Hedgehog signaling pathway inhibition by small molecules.,  28  (19): [PMID:30177379] [10.1016/j.bmcl.2018.08.033]

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