(5aS,14aS)-12-(4-hydroxyphenyl)-1,2,3,5a,6,14a-hexahydropyrrolo[1'',2'':4',5']pyrazino[1',2':1,6]pyrido[3,4-b]indole-5,14(11H,12H)-dione

ID: ALA5175206

Chembl Id: CHEMBL5175206

PubChem CID: 168274034

Max Phase: Preclinical

Molecular Formula: C23H21N3O3

Molecular Weight: 387.44

Names and Identifiers

Canonical SMILES:  O=C1[C@@H]2Cc3c([nH]c4ccccc34)C(c3ccc(O)cc3)N2C(=O)[C@@H]2CCCN12

Standard InChI:  InChI=1S/C23H21N3O3/c27-14-9-7-13(8-10-14)21-20-16(15-4-1-2-5-17(15)24-20)12-19-22(28)25-11-3-6-18(25)23(29)26(19)21/h1-2,4-5,7-10,18-19,21,24,27H,3,6,11-12H2/t18-,19-,21?/m0/s1

Standard InChI Key:  JYEJBYJWUZXCAR-CHEUHSMRSA-N

Alternative Forms

1. Parent:

   

   ALA5175206

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 387.44

Molecular Weight (Monoisotopic): 387.1583

AlogP: 2.72

#Rotatable Bonds: 1

Polar Surface Area: 76.64

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.48

CX Basic pKa:

CX LogP: 2.33

CX LogD: 2.33

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: 0.29

References

1. Dai JK, Dan WJ, Wan JB..  (2022)  Natural and synthetic β-carboline as a privileged antifungal scaffolds.,  229  [PMID:34954591] [10.1016/j.ejmech.2021.114057]

Source

Source(1):

• Scientific Literature