2,3-O,O-dibenzyl-6-deoxy-6-[4-((tert-butyl-1-carboxylate)-4-(methylthiocarbothionyl)piperazine))-1,2,3-triazol-1-yl]-L-ascorbic acid

ID: ALA4544092

PubChem CID: 155552313

Max Phase: Preclinical

Molecular Formula: C33H39N5O7S2

Molecular Weight: 681.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N1CCN(C(=S)SCc2cn(C[C@H](O)[C@H]3OC(=O)C(OCc4ccccc4)=C3OCc3ccccc3)nn2)CC1

Standard InChI:  InChI=1S/C33H39N5O7S2/c1-33(2,3)45-31(41)36-14-16-37(17-15-36)32(46)47-22-25-18-38(35-34-25)19-26(39)27-28(42-20-23-10-6-4-7-11-23)29(30(40)44-27)43-21-24-12-8-5-9-13-24/h4-13,18,26-27,39H,14-17,19-22H2,1-3H3/t26-,27+/m0/s1

Standard InChI Key:  OENQYPQRKFLLCD-RRPNLBNLSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4544092

   ---

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: 681.84

Molecular Weight (Monoisotopic): 681.2291

AlogP: 4.28

#Rotatable Bonds: 11

Polar Surface Area: 128.48

Molecular Species: NEUTRAL

HBA: 12

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.57

CX Basic pKa: 0.24

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.23

Np Likeness Score: -0.56

References

1. Macan AM, Harej A, Cazin I, Klobučar M, Stepanić V, Pavelić K, Pavelić SK, Schols D, Snoeck R, Andrei G, Raić-Malić S..  (2019)  Antitumor and antiviral activities of 4-substituted 1,2,3-triazolyl-2,3-dibenzyl-L-ascorbic acid derivatives.,  184  [PMID:31586832] [10.1016/j.ejmech.2019.111739]

Source

Source(1):

• Scientific Literature