(S)-6,7-dimethoxy-10-((2-methylpiperidin-1-yl)methyl)phenanthren-3-ol

ID: ALA200016

Chembl Id: CHEMBL200016

PubChem CID: 24999706

Max Phase: Preclinical

Molecular Formula: C23H27NO3

Molecular Weight: 365.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2cc(CN3CCCC[C@@H]3C)c3ccc(O)cc3c2cc1OC

Standard InChI:  InChI=1S/C23H27NO3/c1-15-6-4-5-9-24(15)14-17-10-16-11-22(26-2)23(27-3)13-20(16)21-12-18(25)7-8-19(17)21/h7-8,10-13,15,25H,4-6,9,14H2,1-3H3/t15-/m0/s1

Standard InChI Key:  LGGSFSLBLIQBAZ-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA200016

   6,7-dimethoxy-10-[[(2S)-2-methylpiperidin-1-yl]methyl]phenanthren-3-ol

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: 365.47

Molecular Weight (Monoisotopic): 365.1991

AlogP: 5.09

#Rotatable Bonds: 4

Polar Surface Area: 41.93

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.30

CX Basic pKa: 10.16

CX LogP: 3.88

CX LogD: 2.27

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: 0.00

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