(5aS,14aS)-12-(4-nitrophenyl)-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: ALA5189837

Chembl Id: CHEMBL5189837

PubChem CID: 101058132

Max Phase: Preclinical

Molecular Formula: C23H20N4O4

Molecular Weight: 416.44

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H20N4O4/c28-22-19-12-16-15-4-1-2-5-17(15)24-20(16)21(13-7-9-14(10-8-13)27(30)31)26(19)23(29)18-6-3-11-25(18)22/h1-2,4-5,7-10,18-19,21,24H,3,6,11-12H2/t18-,19-,21?/m0/s1

Standard InChI Key:  RFLSNLMYJSFEHW-CHEUHSMRSA-N

Alternative Forms

1. Parent:

   

   ALA5189837

   (1S,15S)-12-(4-nitrophenyl)-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:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 416.44

Molecular Weight (Monoisotopic): 416.1485

AlogP: 2.92

#Rotatable Bonds: 2

Polar Surface Area: 99.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.51

Np Likeness Score: -0.26

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