4-[4-[2-hydroxy-3-(1-naphthyloxy)propyl]piperazin-1-yl]-3-methoxyphenol

ID: ALA4455304

Chembl Id: CHEMBL4455304

Cas Number: 132194-31-1

PubChem CID: 131491

Max Phase: Preclinical

Molecular Formula: C24H28N2O4

Molecular Weight: 408.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(O)ccc1N1CCN(CC(O)COc2cccc3ccccc23)CC1

Standard InChI:  InChI=1S/C24H28N2O4/c1-29-24-15-19(27)9-10-22(24)26-13-11-25(12-14-26)16-20(28)17-30-23-8-4-6-18-5-2-3-7-21(18)23/h2-10,15,20,27-28H,11-14,16-17H2,1H3

Standard InChI Key:  AMXMCPNWQJKZCZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4455304

   4-[4-(2-Hydroxy-3-naphthalen-1-yloxypropyl)piperazin-1-yl]-3-methoxyphenol

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: 408.50

Molecular Weight (Monoisotopic): 408.2049

AlogP: 3.12

#Rotatable Bonds: 7

Polar Surface Area: 65.40

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.27

CX Basic pKa: 7.28

CX LogP: 3.47

CX LogD: 3.22

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.63

Np Likeness Score: -0.75

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