2-Amino-4-(4-allyloxy-3,5-dimethoxyphenyl)-4H-naphtho(1,2-b)pyran-3-carbonitrile

ID: ALA5198083

Chembl Id: CHEMBL5198083

PubChem CID: 168289060

Max Phase: Preclinical

Molecular Formula: C25H22N2O4

Molecular Weight: 414.46

Names and Identifiers

Canonical SMILES:  C=CCOc1c(OC)cc(C2C(C#N)=C(N)Oc3c2ccc2ccccc32)cc1OC

Standard InChI:  InChI=1S/C25H22N2O4/c1-4-11-30-24-20(28-2)12-16(13-21(24)29-3)22-18-10-9-15-7-5-6-8-17(15)23(18)31-25(27)19(22)14-26/h4-10,12-13,22H,1,11,27H2,2-3H3

Standard InChI Key:  LOSDQHCJIMFLOV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5198083

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 414.46

Molecular Weight (Monoisotopic): 414.1580

AlogP: 4.64

#Rotatable Bonds: 6

Polar Surface Area: 86.73

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.68

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.59

Np Likeness Score: -0.56

References

1. Köhler LHF, Reich S, Yusenko M, Klempnauer KH, Shaikh AH, Ahmed K, Begemann G, Schobert R, Biersack B..  (2022)  A New Naphthopyran Derivative Combines c-Myb Inhibition, Microtubule-Targeting Effects, and Antiangiogenic Properties.,  13  (11.0): [PMID:36385941] [10.1021/acsmedchemlett.2c00403]

Source

Source(1):

• Scientific Literature