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

ID: ALA5176572

Chembl Id: CHEMBL5176572

PubChem CID: 168272128

Max Phase: Preclinical

Molecular Formula: C26H26N2O4

Molecular Weight: 430.50

Names and Identifiers

Canonical SMILES:  CCCCOc1c(OC)cc(C2C(C#N)=C(N)Oc3c2ccc2ccccc32)cc1OC

Standard InChI:  InChI=1S/C26H26N2O4/c1-4-5-12-31-25-21(29-2)13-17(14-22(25)30-3)23-19-11-10-16-8-6-7-9-18(16)24(19)32-26(28)20(23)15-27/h6-11,13-14,23H,4-5,12,28H2,1-3H3

Standard InChI Key:  VXYALBNZTFRWKJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5176572

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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: 430.50

Molecular Weight (Monoisotopic): 430.1893

AlogP: 5.25

#Rotatable Bonds: 7

Polar Surface Area: 86.73

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.68

CX LogP: 4.87

CX LogD: 4.87

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -0.58

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