ID: ALA13272

Max Phase: Preclinical

Molecular Formula: C23H26N2O3

Molecular Weight: 378.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccccc1C(=O)c1c(C)n(CCN2CCOCC2)c2ccccc12

Standard InChI:  InChI=1S/C23H26N2O3/c1-17-22(23(26)19-8-4-6-10-21(19)27-2)18-7-3-5-9-20(18)25(17)12-11-24-13-15-28-16-14-24/h3-10H,11-16H2,1-2H3

Standard InChI Key:  VBIWOMKMKKGIHH-UHFFFAOYSA-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: 378.47

Molecular Weight (Monoisotopic): 378.1943

AlogP: 3.52

#Rotatable Bonds: 6

Polar Surface Area: 43.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 6.45

CX LogP: 3.60

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.62

Np Likeness Score: -1.09

References

1. Bell MR, D'Ambra TE, Kumar V, Eissenstat MA, Herrmann JL, Wetzel JR, Rosi D, Philion RE, Daum SJ, Hlasta DJ..  (1991)  Antinociceptive (aminoalkyl)indoles.,  34  (3): [PMID:1900533] [10.1021/jm00107a034]

2. Tetko IV, Kovalishyn VV, Livingstone DJ..  (2001)  Volume learning algorithm artificial neural networks for 3D QSAR studies.,  44  (15): [PMID:11448223] [10.1021/jm010858e]

3. Eissenstat MA, Bell MR, D'Ambra TE, Alexander EJ, Daum SJ, Ackerman JH, Gruett MD, Kumar V, Estep KG, Olefirowicz EM..  (1995)  Aminoalkylindoles: structure-activity relationships of novel cannabinoid mimetics.,  38  (16): [PMID:7636873] [10.1021/jm00016a013]

4. Shim JY, Collantes ER, Welsh WJ, Subramaniam B, Howlett AC, Eissenstat MA, Ward SJ..  (1998)  Three-dimensional quantitative structure-activity relationship study of the cannabimimetic (aminoalkyl)indoles using comparative molecular field analysis.,  41  (23): [PMID:9804691] [10.1021/jm980305c]

Source

Source(1):

• Scientific Literature