2-Hydroxy-1-(6,12,13-trichloro-3,3a,4,9-tetrahydro-14H-4,9a-epoxybenzo[6,7]pyrrolo[3',4':3,4]azepino[3,2-b]indol-2(1H)-yl)ethan-1-one

ID: ALA5080586

Chembl Id: CHEMBL5080586

PubChem CID: 166627673

Max Phase: Preclinical

Molecular Formula: C20H16Cl3N3O3

Molecular Weight: 452.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CO)N1C[C@H]2[C@H]3O[C@]4(Nc5ccc(Cl)cc53)c3ccc(Cl)c(Cl)c3N[C@]24C1

Standard InChI:  InChI=1S/C20H16Cl3N3O3/c21-9-1-4-14-10(5-9)18-12-6-26(15(28)7-27)8-19(12)20(24-14,29-18)11-2-3-13(22)16(23)17(11)25-19/h1-5,12,18,24-25,27H,6-8H2/t12-,18-,19+,20+/m0/s1

Standard InChI Key:  PZTOYRAOYAZFMD-KEHCIXGTSA-N

Alternative Forms

1. Parent:

   

   ALA5080586

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 452.73

Molecular Weight (Monoisotopic): 451.0257

AlogP: 3.61

#Rotatable Bonds: 1

Polar Surface Area: 73.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.48

CX Basic pKa: ┄

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.62

Np Likeness Score: -0.06

References

1. Tan J, Wu B, Chen T, Fan C, Zhao J, Xiong C, Feng C, Xiao R, Ding C, Tang W, Zhang A..  (2021)  Synthesis and Pharmacological Evaluation of Tetrahydro-γ-carboline Derivatives as Potent Anti-inflammatory Agents Targeting Cyclic GMP-AMP Synthase.,  64  (11.0): [PMID:34044539] [10.1021/acs.jmedchem.1c00398]

Source

Source(1):

• Scientific Literature