Citrifolinoside

ID: ALA3341760

Chembl Id: CHEMBL3341760

PubChem CID: 101135598

Max Phase: Preclinical

Molecular Formula: C27H30O17

Molecular Weight: 626.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]2[C@@H]1[C@@H]1O[C@@H]1[C@]2(O)C(=O)O/C=C(\C(=O)O)c1ccc(O)c(OC)c1

Standard InChI:  InChI=1S/C27H30O17/c1-38-13-5-9(3-4-12(13)29)10(22(33)34)7-41-26(36)27(37)16-15(20-21(27)43-20)11(23(35)39-2)8-40-24(16)44-25-19(32)18(31)17(30)14(6-28)42-25/h3-5,7-8,14-21,24-25,28-32,37H,6H2,1-2H3,(H,33,34)/b10-7-/t14-,15-,16-,17-,18+,19-,20+,21+,24+,25+,27+/m1/s1

Standard InChI Key:  MHXHFEYHEPYROS-LINZIYSPSA-N

Alternative Forms

1. Parent:

   

   ALA3341760

   (Z)-3-[(1S,2S,4S,5S,6S,7S)-5-hydroxy-10-methoxycarbonyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,8-dioxatricyclo[4.4.0.02,4]dec-9-ene-5-carbonyl]oxy-2-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

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: 626.52

Molecular Weight (Monoisotopic): 626.1483

AlogP: -2.66

#Rotatable Bonds: 9

Polar Surface Area: 260.73

Molecular Species: ACID

HBA: 16

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.05

CX Basic pKa: ┄

CX LogP: -1.86

CX LogD: -5.39

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.06

Np Likeness Score: 2.01

References

1. Ye N, Ding Y, Wild C, Shen Q, Zhou J..  (2014)  Small molecule inhibitors targeting activator protein 1 (AP-1).,  57  (16): [PMID:24831826] [10.1021/jm5004733]

Source

Source(1):

• Scientific Literature