1-(4-(4-hydroxy-2-methoxyphenyl)piperazin-1-yl)-3-(4-hydroxynaphthalen-1-yloxy)propan-2-ol

ID: ALA4439984

Chembl Id: CHEMBL4439984

PubChem CID: 101653319

Max Phase: Preclinical

Molecular Formula: C24H28N2O5

Molecular Weight: 424.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(O)ccc1N1CCN(CC(O)COc2ccc(O)c3ccccc23)CC1

Standard InChI:  InChI=1S/C24H28N2O5/c1-30-24-14-17(27)6-7-21(24)26-12-10-25(11-13-26)15-18(28)16-31-23-9-8-22(29)19-4-2-3-5-20(19)23/h2-9,14,18,27-29H,10-13,15-16H2,1H3

Standard InChI Key:  BODDJRGEEZVXMH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4439984

   4-[2-Hydroxy-3-[4-(4-hydroxy-2-methoxyphenyl)piperazin-1-yl]propoxy]naphthalen-1-ol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 424.50

Molecular Weight (Monoisotopic): 424.1998

AlogP: 2.82

#Rotatable Bonds: 7

Polar Surface Area: 85.63

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.47

CX Basic pKa: 7.29

CX LogP: 3.17

CX LogD: 2.91

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.54

Np Likeness Score: -0.52

References

1. Shimizu T, Yamaguchi K, Yamamoto M, Kurioka R, Kino Y, Matsunaga W, Nakao S, Fukuhara H, Tanaka A, Gotoh A, Mabuchi M..  (2020)  Identification of HUHS190, a human naftopidil metabolite, as a novel anti-bladder cancer drug.,  30  (1): [PMID:31759851] [10.1016/j.bmcl.2019.126744]

Source

Source(1):

• Scientific Literature