(S)-2-methyl-1-((2,3,6-trimethoxyphenanthren-9-yl)methyl)piperidine

ID: ALA197867

Chembl Id: CHEMBL197867

PubChem CID: 11545362

Max Phase: Preclinical

Molecular Formula: C24H29NO3

Molecular Weight: 379.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(CN3CCCC[C@@H]3C)cc3cc(OC)c(OC)cc3c2c1

Standard InChI:  InChI=1S/C24H29NO3/c1-16-7-5-6-10-25(16)15-18-11-17-12-23(27-3)24(28-4)14-21(17)22-13-19(26-2)8-9-20(18)22/h8-9,11-14,16H,5-7,10,15H2,1-4H3/t16-/m0/s1

Standard InChI Key:  OKKDPOYOWHNUFM-INIZCTEOSA-N

Alternative Forms

1. Parent:

   

   ALA197867

   (2S)-2-methyl-1-[(2,3,6-trimethoxyphenanthren-9-yl)methyl]piperidine

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: 379.50

Molecular Weight (Monoisotopic): 379.2147

AlogP: 5.39

#Rotatable Bonds: 5

Polar Surface Area: 30.93

Molecular Species: BASE

HBA: 4

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 9.71

CX LogP: 4.69

CX LogD: 2.40

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: -0.31

References

1. Banwell MG, Bezos A, Burns C, Kruszelnicki I, Parish CR, Su S, Sydnes MO..  (2006)  C8c-C15 monoseco-analogues of the phenanthroquinolizidine alkaloids julandine and cryptopleurine exhibiting potent anti-angiogenic properties.,  16  (1): [PMID:16236503] [10.1016/j.bmcl.2005.09.032]

Source

Source(1):

• Scientific Literature