ID: ALA3356793

Max Phase: Preclinical

Molecular Formula: C23H25NO3

Molecular Weight: 363.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc2c3c(c4ccc(O)cc4c2cc1OC)CN1CCCC[C@@H]1C3

Standard InChI:  InChI=1S/C23H25NO3/c1-26-22-11-19-17-9-14-5-3-4-8-24(14)13-21(17)16-7-6-15(25)10-18(16)20(19)12-23(22)27-2/h6-7,10-12,14,25H,3-5,8-9,13H2,1-2H3/t14-/m1/s1

Standard InChI Key:  QQVQWZFYCBFODR-CQSZACIVSA-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: 363.46

Molecular Weight (Monoisotopic): 363.1834

AlogP: 4.63

#Rotatable Bonds: 2

Polar Surface Area: 41.93

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.76

CX Basic pKa: 8.01

CX LogP: 4.11

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.67

Np Likeness Score: 0.72

References

1. Liéby-Muller F, Marion F, Schmitt P, Annereau JP, Kruczynski A, Guilbaud N, Bailly C..  (2015)  Synthesis and biological evaluation of (-)-6-O-desmethylcryptopleurine and analogs.,  25  (2): [PMID:25499434] [10.1016/j.bmcl.2014.11.086]

2. Liu Y, Qing L, Meng C, Shi J, Yang Y, Wang Z, Han G, Wang Y, Ding J, Meng LH, Wang Q..  (2017)  6-OH-Phenanthroquinolizidine Alkaloid and Its Derivatives Exert Potent Anticancer Activity by Delaying S Phase Progression.,  60  (7): [PMID:28333459] [10.1021/acs.jmedchem.6b01502]

Source

Source(1):

• Scientific Literature