ID: ALA66335

Max Phase: Preclinical

Molecular Formula: C20H25N3O

Molecular Weight: 323.44

Molecule Type: Small molecule

Representations

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-/m1/s1

Standard InChI Key:  NYFSQPDQLFFBRA-RVZJWNSFSA-N

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

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: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

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]

2. Monte AP, Marona-Lewicka D, Kanthasamy A, Sanders-Bush E, Nichols DE..  (1995)  Stereoselective LSD-like activity in a series of d-lysergic acid amides of (R)- and (S)-2-aminoalkanes.,  38  (6): [PMID:7699712] [10.1021/jm00006a015]

Source

Source(1):

• Scientific Literature