3-((3aR,10aR)-2-Methyl-2,3,3a,4,10,10a-hexahydro-1H-2,4a-diaza-cyclopenta[b]fluoren-9-yl)-4-(1-methyl-1H-indol-3-yl)-pyrrole-2,5-dione hydrochloride

ID: ALA538718

Chembl Id: CHEMBL538718

PubChem CID: 45264052

Max Phase: Preclinical

Molecular Formula: C28H27ClN4O2

Molecular Weight: 450.54

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Ro-32-0557 | CHEMBL538718|Ro-32-0557|SCHEMBL8323341

Canonical SMILES:  CN1C[C@@H]2Cn3c(c(C4=C(c5cn(C)c6ccccc56)C(=O)NC4=O)c4ccccc43)C[C@H]2C1.Cl

Standard InChI:  InChI=1S/C28H26N4O2.ClH/c1-30-12-16-11-23-24(19-8-4-6-10-22(19)32(23)14-17(16)13-30)26-25(27(33)29-28(26)34)20-15-31(2)21-9-5-3-7-18(20)21;/h3-10,15-17H,11-14H2,1-2H3,(H,29,33,34);1H/t16-,17+;/m0./s1

Standard InChI Key:  VAPUWJSPUKOQCG-MCJVGQIASA-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: 450.54

Molecular Weight (Monoisotopic): 450.2056

AlogP: 3.43

#Rotatable Bonds: 2

Polar Surface Area: 59.27

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.75

CX Basic pKa: 8.61

CX LogP: 2.93

CX LogD: 1.89

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.48

Np Likeness Score: 0.00

References

1. Davis PD, Hallam TJ, Harris W, Hill CH, Lawton G, Nixon JS, Smith JL, Vesey DR, Wilkinson SE.  (1994)  Bisindolylmaleimide inhibitors of protein kinase C. Further conformational restriction of a tertiary amine side chain.,  4  (11): [10.1016/S0960-894X(01)80349-8]

2. Davis PD, Hallam TJ, Harris W, Hill CH, Lawton G, Nixon JS, Smith JL, Vesey DR, Wilkinson SE.  (1994)  Bisindolylmaleimide inhibitors of protein kinase C. Further conformational restriction of a tertiary amine side chain.,  4  (11): [10.1016/S0960-894X(01)80349-8]

Source

Source(1):

• Scientific Literature