(trans)12-(3,4,5-trimethoxyphenyl)-(5aS,12R,14aS)-2,3,5a,6,11,12,14,14a-octahydro-1H,5H-pyrrolo[1',2':4,5]pyrazino[1,2-b]b-carboline-5,14-dione

ID: ALA290939

Chembl Id: CHEMBL290939

PubChem CID: 10457010

Max Phase: Preclinical

Molecular Formula: C26H27N3O5

Molecular Weight: 461.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2c3[nH]c4ccccc4c3C[C@H]3C(=O)N4CCC[C@H]4C(=O)N23)cc(OC)c1OC

Standard InChI:  InChI=1S/C26H27N3O5/c1-32-20-11-14(12-21(33-2)24(20)34-3)23-22-16(15-7-4-5-8-17(15)27-22)13-19-25(30)28-10-6-9-18(28)26(31)29(19)23/h4-5,7-8,11-12,18-19,23,27H,6,9-10,13H2,1-3H3/t18-,19-,23+/m0/s1

Standard InChI Key:  NHMDYSNODAOIBK-SFYKDHMMSA-N

Alternative Forms

1. Parent:

   

   ALA290939

   (1S,12R,15S)-12-(3,4,5-trimethoxyphenyl)-10,13,19-triazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4,6,8-tetraene-14,20-dione

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: 461.52

Molecular Weight (Monoisotopic): 461.1951

AlogP: 3.04

#Rotatable Bonds: 4

Polar Surface Area: 84.10

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.16

CX LogD: 2.16

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.65

Np Likeness Score: 0.22

References

1. Wang H, Usui T, Osada H, Ganesan A..  (2000)  Synthesis and evaluation of tryprostatin B and demethoxyfumitremorgin C analogues.,  43  (8): [PMID:10780915] [10.1021/jm9905662]

Source

Source(1):

• Scientific Literature