6,6-Dimethyl-11-oxo-8-(1-((tetrahydro-2H-pyran-4-yl)methyl)piperidin-4-yl)-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

ID: ALA3735648

Chembl Id: CHEMBL3735648

PubChem CID: 127034802

Max Phase: Preclinical

Molecular Formula: C30H33N3O2

Molecular Weight: 467.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)c2cc(C3CCN(CC4CCOCC4)CC3)ccc2C(=O)c2c1[nH]c1cc(C#N)ccc21

Standard InChI:  InChI=1S/C30H33N3O2/c1-30(2)25-16-22(21-7-11-33(12-8-21)18-19-9-13-35-14-10-19)4-6-23(25)28(34)27-24-5-3-20(17-31)15-26(24)32-29(27)30/h3-6,15-16,19,21,32H,7-14,18H2,1-2H3

Standard InChI Key:  VWCZORWQNKCYGE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3735648

   ---

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: 467.61

Molecular Weight (Monoisotopic): 467.2573

AlogP: 5.52

#Rotatable Bonds: 3

Polar Surface Area: 69.12

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.17

CX Basic pKa: 9.30

CX LogP: 4.92

CX LogD: 3.03

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.55

Np Likeness Score: -0.20

References

1. Jiang X, Zhou J, Ai J, Song Z, Peng X, Xing L, Xi Y, Guo J, Yao Q, Ding J, Geng M, Zhang A..  (2015)  Novel tetracyclic benzo[b]carbazolones as highly potent and orally bioavailable ALK inhibitors: design, synthesis, and structure-activity relationship study.,  105  [PMID:26476749] [10.1016/j.ejmech.2015.10.005]

2. Song Z, Xia Z, Ji Y, Xing L, Gao Y, Ai J, Geng M, Zhang A..  (2016)  An orally available tyrosine kinase ALK and RET dual inhibitor bearing the tetracyclic benzo[b]carbazolone core.,  118  [PMID:27131066] [10.1016/j.ejmech.2016.04.046]

3. Han M, Wang C, Ji Y, Song Z, Xing L, Su Y, Wang X, Zhang A, Ai J, Geng M..  (2016)  Metabolism-based structure optimization: Discovery of a potent and orally available tyrosine kinase ALK inhibitor bearing the tetracyclic benzo[b]carbazolone core.,  26  (22): [PMID:27769623] [10.1016/j.bmcl.2016.10.039]

Source

Source(1):

• Scientific Literature