9-methoxy-4-((4-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)methyl)-1H-1,2,3-triazol-1-yl)methyl)-7H-furo[3,2-g]chromen-7-one

ID: ALA4091625

PubChem CID: 132961499

Max Phase: Preclinical

Molecular Formula: C22H23N3O10

Molecular Weight: 489.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c2occc2c(Cn2cc(CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)nn2)c2ccc(=O)oc12

Standard InChI:  InChI=1S/C22H23N3O10/c1-31-21-19-12(4-5-32-19)13(11-2-3-15(27)35-20(11)21)7-25-6-10(23-24-25)9-33-22-18(30)17(29)16(28)14(8-26)34-22/h2-6,14,16-18,22,26,28-30H,7-9H2,1H3/t14-,16-,17+,18-,22-/m1/s1

Standard InChI Key:  IATUPKAAOWHSQX-RMZWBFLNSA-N

Molfile:  

     RDKit          2D

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   39.6004   -7.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1731   -7.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8809   -7.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7047   -6.6249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   40.3086   -9.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.2669  -12.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4494  -12.3456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9663  -13.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.1210  -13.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6091  -13.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.1459  -12.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8117  -12.1680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  6  7  2  0
  7  3  1  0
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  9 10  1  0
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  2 15  1  0
 15 16  1  0
  1 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 18  1  0
 20 23  1  0
 23 24  1  0
 25 24  1  1
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 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  6
 29 32  1  1
 27 33  1  1
 33 34  1  0
 28 35  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4091625

   ---

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: 489.44

Molecular Weight (Monoisotopic): 489.1383

AlogP: -0.50

#Rotatable Bonds: 7

Polar Surface Area: 182.67

Molecular Species: NEUTRAL

HBA: 13

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.21

CX Basic pKa: ┄

CX LogP: -0.90

CX LogD: -0.90

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: 0.89

References

1. Uruma Y, Nonomura T, Yen PY, Edatani M, Yamamoto R, Onuma K, Okada F..  (2017)  Design, synthesis, and biological evaluation of a highly water-soluble psoralen-based photosensitizer.,  25  (8): [PMID:28285927] [10.1016/j.bmc.2017.02.050]

Source

Source(1):

• Scientific Literature