methyl 2-amino-6-bromo-4-(1-cyano-2-methoxy-2-oxoethyl)-4H-chromene-3-carboxylate

ID: ALA4518809

PubChem CID: 73174373

Max Phase: Preclinical

Molecular Formula: C15H13BrN2O5

Molecular Weight: 381.18

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(N)Oc2ccc(Br)cc2C1C(C#N)C(=O)OC

Standard InChI:  InChI=1S/C15H13BrN2O5/c1-21-14(19)9(6-17)11-8-5-7(16)3-4-10(8)23-13(18)12(11)15(20)22-2/h3-5,9,11H,18H2,1-2H3

Standard InChI Key:  IDGGDTNLWOIBDA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    4.2992   -3.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2980   -4.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0061   -5.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0043   -3.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7129   -3.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7117   -4.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4218   -5.1744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1376   -4.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1388   -3.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4242   -3.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5913   -3.5330    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.8442   -5.1757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8475   -3.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5542   -3.9434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2629   -3.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8495   -2.7159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4242   -2.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1319   -2.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7165   -2.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7166   -1.4810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0088   -2.7068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3011   -2.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8399   -1.8903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 11  1  0
  8 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 10 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 18 23  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518809

   methyl 2-amino-6-bromo-4-(1-cyano-2-methoxy-2-oxoethyl)-4H-chromene-3-carboxylate

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: 381.18

Molecular Weight (Monoisotopic): 380.0008

AlogP: 1.58

#Rotatable Bonds: 3

Polar Surface Area: 111.64

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.07

CX Basic pKa: ┄

CX LogP: 1.89

CX LogD: 1.40

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.79

Np Likeness Score: -0.38

References

1. Yang S, Mao Y, Zhang H, Xu Y, An J, Huang Z..  (2019)  The chemical biology of apoptosis: Revisited after 17 years.,  177  [PMID:31129454] [10.1016/j.ejmech.2019.05.019]

Source

Source(1):

• Scientific Literature