N-benzyl-N-(2-(biphenyl-4-yl((1-methyl-1H-imidazol-5-yl)methyl)amino)ethyl)-1-methyl-1H-imidazole-4-sulfonamide

ID: ALA1257416

Chembl Id: CHEMBL1257416

PubChem CID: 49781657

Max Phase: Preclinical

Molecular Formula: C30H32N6O2S

Molecular Weight: 540.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cnc(S(=O)(=O)N(CCN(Cc2cncn2C)c2ccc(-c3ccccc3)cc2)Cc2ccccc2)c1

Standard InChI:  InChI=1S/C30H32N6O2S/c1-33-22-30(32-24-33)39(37,38)36(20-25-9-5-3-6-10-25)18-17-35(21-29-19-31-23-34(29)2)28-15-13-27(14-16-28)26-11-7-4-8-12-26/h3-16,19,22-24H,17-18,20-21H2,1-2H3

Standard InChI Key:  QDCOBOSWJOHAMN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1257416

   N-benzyl-1-methyl-N-[2-[N-[(3-methylimidazol-4-yl)methyl]-4-phenylanilino]ethyl]imidazole-4-sulfonamide

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: 540.69

Molecular Weight (Monoisotopic): 540.2307

AlogP: 4.72

#Rotatable Bonds: 11

Polar Surface Area: 76.26

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.22

CX LogP: 4.76

CX LogD: 4.74

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.24

Np Likeness Score: -1.00

References

1. Fletcher S, Keaney EP, Cummings CG, Blaskovich MA, Hast MA, Glenn MP, Chang SY, Bucher CJ, Floyd RJ, Katt WP, Gelb MH, Van Voorhis WC, Beese LS, Sebti SM, Hamilton AD..  (2010)  Structure-based design and synthesis of potent, ethylenediamine-based, mammalian farnesyltransferase inhibitors as anticancer agents.,  53  (19): [PMID:20822181] [10.1021/jm1001748]

Source

Source(1):

• Scientific Literature