2-Amino-4-(3,5-dimethoxy-4-isopropyloxyphenyl)-4H-naphtho(1,2-b)pyran-3-carbonitrile

ID: ALA5203253

Chembl Id: CHEMBL5203253

PubChem CID: 168293012

Max Phase: Preclinical

Molecular Formula: C25H24N2O4

Molecular Weight: 416.48

Names and Identifiers

Canonical SMILES:  COc1cc(C2C(C#N)=C(N)Oc3c2ccc2ccccc32)cc(OC)c1OC(C)C

Standard InChI:  InChI=1S/C25H24N2O4/c1-14(2)30-24-20(28-3)11-16(12-21(24)29-4)22-18-10-9-15-7-5-6-8-17(15)23(18)31-25(27)19(22)13-26/h5-12,14,22H,27H2,1-4H3

Standard InChI Key:  XROQSPRUVSWIFG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5203253

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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: 416.48

Molecular Weight (Monoisotopic): 416.1736

AlogP: 4.86

#Rotatable Bonds: 5

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: 4.32

CX LogD: 4.32

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: -0.59

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