tert-butyl 4-((2-(N-benzyl-1-methyl-1H-imidazole-4-sulfonamido)ethyl)((1-methyl-1H-imidazol-5-yl)methyl)amino)benzoate

ID: ALA1257183

Chembl Id: CHEMBL1257183

PubChem CID: 49781429

Max Phase: Preclinical

Molecular Formula: C29H36N6O4S

Molecular Weight: 564.71

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H36N6O4S/c1-29(2,3)39-28(36)24-11-13-25(14-12-24)34(19-26-17-30-21-33(26)5)15-16-35(18-23-9-7-6-8-10-23)40(37,38)27-20-32(4)22-31-27/h6-14,17,20-22H,15-16,18-19H2,1-5H3

Standard InChI Key:  UNCKCLWHKSWYEP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1257183

   Tert-butyl 4-[2-[benzyl-(1-methylimidazol-4-yl)sulfonylamino]ethyl-[(3-methylimidazol-4-yl)methyl]amino]benzoate

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: 564.71

Molecular Weight (Monoisotopic): 564.2519

AlogP: 4.01

#Rotatable Bonds: 11

Polar Surface Area: 102.56

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.22

CX LogP: 4.17

CX LogD: 4.15

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: -1.01

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