7-Methyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid sec-butylamide

ID: ALA302997

Chembl Id: CHEMBL302997

PubChem CID: 15119693

Max Phase: Preclinical

Molecular Formula: C20H25N3O

Molecular Weight: 323.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)NC(=O)[C@@H]1C=C2c3cccc4[nH]cc(c34)C[C@H]2N(C)C1

Standard InChI:  InChI=1S/C20H25N3O/c1-4-12(2)22-20(24)14-8-16-15-6-5-7-17-19(15)13(10-21-17)9-18(16)23(3)11-14/h5-8,10,12,14,18,21H,4,9,11H2,1-3H3,(H,22,24)/t12-,14+,18+/m0/s1

Standard InChI Key:  NYFSQPDQLFFBRA-WPKBUWHJSA-N

Alternative Forms

1. Parent:

   

   ALA302997

   (6aR,9R)-N-[(2S)-butan-2-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide

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: 323.44

Molecular Weight (Monoisotopic): 323.1998

AlogP: 2.95

#Rotatable Bonds: 3

Polar Surface Area: 48.13

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.93

CX LogP: 2.64

CX LogD: 2.00

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.91

Np Likeness Score: 0.55

References

1. Oberlender R, Pfaff RC, Johnson MP, Huang XM, Nichols DE..  (1992)  Stereoselective LSD-like activity in d-lysergic acid amides of (R)- and (S)-2-aminobutane.,  35  (2): [PMID:1732537] [10.1021/jm00080a001]

Source

Source(1):

• Scientific Literature