(cis)12-(4-hydroxy-3,5-dimethoxyphenyl)-(5aS,12S,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: ALA40266

Chembl Id: CHEMBL40266

PubChem CID: 10599530

Max Phase: Preclinical

Molecular Formula: C25H25N3O5

Molecular Weight: 447.49

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)c1O

Standard InChI:  InChI=1S/C25H25N3O5/c1-32-19-10-13(11-20(33-2)23(19)29)22-21-15(14-6-3-4-7-16(14)26-21)12-18-24(30)27-9-5-8-17(27)25(31)28(18)22/h3-4,6-7,10-11,17-18,22,26,29H,5,8-9,12H2,1-2H3/t17-,18-,22-/m0/s1

Standard InChI Key:  KBWONIAAZHWKLL-SPEDKVCISA-N

Alternative Forms

1. Parent:

   

   ALA40266

   (1S,12S,15S)-12-(4-hydroxy-3,5-dimethoxyphenyl)-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: 447.49

Molecular Weight (Monoisotopic): 447.1794

AlogP: 2.74

#Rotatable Bonds: 3

Polar Surface Area: 95.10

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.31

CX Basic pKa: ┄

CX LogP: 2.01

CX LogD: 2.01

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.64

Np Likeness Score: 0.34

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