Prop-2-yn-1-yl-2-Amino-6-(5-methylpyridin-3-yl)-4-(2-oxo-2-(prop-2-yn-1-yloxy)ethyl)-4H-chromene-3-carboxylate

ID: ALA4174126

PubChem CID: 145949959

Max Phase: Preclinical

Molecular Formula: C24H20N2O5

Molecular Weight: 416.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCOC(=O)CC1C(C(=O)OCC#C)=C(N)Oc2ccc(-c3cncc(C)c3)cc21

Standard InChI:  InChI=1S/C24H20N2O5/c1-4-8-29-21(27)12-19-18-11-16(17-10-15(3)13-26-14-17)6-7-20(18)31-23(25)22(19)24(28)30-9-5-2/h1-2,6-7,10-11,13-14,19H,8-9,12,25H2,3H3

Standard InChI Key:  SYHPEAVSLQOFMY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   14.3812   -5.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3775   -5.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0918   -6.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.3729   -3.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5113   -3.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7957   -3.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7935   -2.6218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0824   -3.8612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5069   -2.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2224   -2.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9380   -3.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9453   -2.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 29 30  3  0
  6 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4174126

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 416.43

Molecular Weight (Monoisotopic): 416.1372

AlogP: 2.45

#Rotatable Bonds: 6

Polar Surface Area: 100.74

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.24

CX LogP: 2.72

CX LogD: 2.72

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.57

Np Likeness Score: -0.56

References

1. Bian T, Chandagirikoppal Vijendra K, Wang Y, Meacham A, Hati S, Cogle CR, Sun H, Xing C..  (2018)  Exploring the Structure-Activity Relationship and Mechanism of a Chromene Scaffold (CXL Series) for Its Selective Antiproliferative Activity toward Multidrug-Resistant Cancer Cells.,  61  (15): [PMID:29995404] [10.1021/acs.jmedchem.8b00813]

Source

Source(1):

• Scientific Literature