7-(diethylamino)-3-(4-(3-hydroxypropyl)-1H-1,2,3-triazol-1-yl)-2H-chromen-2-one

ID: ALA3427721

PubChem CID: 118737978

Max Phase: Preclinical

Molecular Formula: C18H22N4O3

Molecular Weight: 342.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc2cc(-n3cc(CCCO)nn3)c(=O)oc2c1

Standard InChI:  InChI=1S/C18H22N4O3/c1-3-21(4-2)15-8-7-13-10-16(18(24)25-17(13)11-15)22-12-14(19-20-22)6-5-9-23/h7-8,10-12,23H,3-6,9H2,1-2H3

Standard InChI Key:  XBBUJSPWKAEXJB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6321    1.3486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091    1.5019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9067    3.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9447    3.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2490    1.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2118    0.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8926   -1.4990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2449   -0.8800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2469   -1.9962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4950   -3.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0282   -2.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0995   -4.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2137   -5.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8192   -7.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1110   -8.2186    0.0000 O   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  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 12 13  1  0
 12 16  1  0
 13 14  1  0
 15 16  1  0
  1 12  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 17  1  0
  8 17  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3427721

   ---

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: 342.40

Molecular Weight (Monoisotopic): 342.1692

AlogP: 2.14

#Rotatable Bonds: 7

Polar Surface Area: 84.39

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.11

CX LogP: 2.21

CX LogD: 2.21

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.66

Np Likeness Score: -0.85

References

1. Ferreira SZ, Carneiro HC, Lara HA, Alves RB, Resende JM, Oliveira HM, Silva LM, Santos DA, Freitas RP..  (2015)  Synthesis of a New Peptide-Coumarin Conjugate: A Potential Agent against Cryptococcosis.,  6  (3): [PMID:25815145] [10.1021/ml500393q]

Source

Source(1):

• Scientific Literature