(RS)-4-[1-Amino-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-2-[3-(3-ethyl-1-methyl-2-oxo-azepan-3-yl)-phenoxy]-benzonitrile

ID: ALA439047

Chembl Id: CHEMBL439047

PubChem CID: 11134506

Max Phase: Preclinical

Molecular Formula: C28H33N5O2

Molecular Weight: 471.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@]1(c2cccc(Oc3cc([C@@](C)(N)c4cncn4C)ccc3C#N)c2)CCCCN(C)C1=O

Standard InChI:  InChI=1S/C28H33N5O2/c1-5-28(13-6-7-14-32(3)26(28)34)22-9-8-10-23(15-22)35-24-16-21(12-11-20(24)17-29)27(2,30)25-18-31-19-33(25)4/h8-12,15-16,18-19H,5-7,13-14,30H2,1-4H3/t27-,28+/m1/s1

Standard InChI Key:  MHNMEERHZSPWFL-IZLXSDGUSA-N

Alternative Forms

1. Parent:

   

   ALA439047

   4-[(1R)-1-amino-1-(3-methylimidazol-4-yl)ethyl]-2-[3-[(3S)-3-ethyl-1-methyl-2-oxoazepan-3-yl]phenoxy]benzonitrile

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: 471.61

Molecular Weight (Monoisotopic): 471.2634

AlogP: 4.60

#Rotatable Bonds: 6

Polar Surface Area: 97.17

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.12

CX LogP: 3.64

CX LogD: 2.85

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.57

Np Likeness Score: -0.65

References

1. deSolms SJ, Ciccarone TM, MacTough SC, Shaw AW, Buser CA, Ellis-Hutchings M, Fernandes C, Hamilton KA, Huber HE, Kohl NE, Lobell RB, Robinson RG, Tsou NN, Walsh ES, Graham SL, Beese LS, Taylor JS..  (2003)  Dual protein farnesyltransferase-geranylgeranyltransferase-I inhibitors as potential cancer chemotherapeutic agents.,  46  (14): [PMID:12825937] [10.1021/jm020587n]

2. Lu A, Zhang J, Yin X, Luo X, Jiang H..  (2007)  Farnesyltransferase pharmacophore model derived from diverse classes of inhibitors.,  17  (1): [PMID:17049856] [10.1016/j.bmcl.2006.09.055]

Source

Source(1):

• Scientific Literature