9-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)-7H-furo[3,2-g]chromen-7-one

ID: ALA4096955

PubChem CID: 137659912

Max Phase: Preclinical

Molecular Formula: C21H15N3O4

Molecular Weight: 373.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1ccc2cc3ccoc3c(OCc3cn(Cc4ccccc4)nn3)c2o1

Standard InChI:  InChI=1S/C21H15N3O4/c25-18-7-6-15-10-16-8-9-26-19(16)21(20(15)28-18)27-13-17-12-24(23-22-17)11-14-4-2-1-3-5-14/h1-10,12H,11,13H2

Standard InChI Key:  HZQLKZSXUXHMJN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.3130   -0.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0171   -1.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0171   -1.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114   -2.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008   -1.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -2.1638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3377   -1.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219   -0.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114   -3.1326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0233   -3.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0233   -4.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6845   -4.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4305   -5.6221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6119   -5.6221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3579   -4.8443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8380   -6.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8846   -5.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2923   -6.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8855   -7.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0671   -7.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252   -2.3188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4333   -1.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4333   -1.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252   -0.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1452   -2.3186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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 18 23  1  0
  4 24  1  0
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 26 27  2  0
  3 27  1  0
 25 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4096955

   ---

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: 373.37

Molecular Weight (Monoisotopic): 373.1063

AlogP: 3.76

#Rotatable Bonds: 5

Polar Surface Area: 83.29

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.44

Np Likeness Score: -0.41

References

1. Shen QK, Liu CF, Zhang HJ, Tian YS, Quan ZS..  (2017)  Design and synthesis of new triazoles linked to xanthotoxin for potent and highly selective anti-gastric cancer agents.,  27  (21): [PMID:28947149] [10.1016/j.bmcl.2017.09.040]

Source

Source(1):

• Scientific Literature