Demethylphalloin

ID: ALA2369946

Chembl Id: CHEMBL2369946

PubChem CID: 73356081

Max Phase: Preclinical

Molecular Formula: C34H46N8O10S

Molecular Weight: 758.86

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Demethylphalloin | Demethylphalloin|CHEMBL2369946

Canonical SMILES:  CC(O)C[C@@H]1NC(=O)[C@@H]2Cc3c([nH]c4ccccc34)SC[C@@H](NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](C)NC1=O)C(=O)N1C[C@H](O)C[C@H]1C(=O)N[C@@H](C)C(=O)N2

Standard InChI:  InChI=1S/C34H46N8O10S/c1-14(43)9-22-29(48)35-16(3)28(47)41-26(17(4)44)32(51)39-24-13-53-33-20(19-7-5-6-8-21(19)40-33)11-23(30(49)38-22)37-27(46)15(2)36-31(50)25-10-18(45)12-42(25)34(24)52/h5-8,14-18,22-26,40,43-45H,9-13H2,1-4H3,(H,35,48)(H,36,50)(H,37,46)(H,38,49)(H,39,51)(H,41,47)/t14?,15-,16-,17+,18+,22-,23-,24+,25-,26-/m0/s1

Standard InChI Key:  QFBWBPWXLYXNHF-ZNHPFTDQSA-N

Alternative Forms

1. Parent:

   

   ALA2369946

   DEMETHYLPHALLOIN

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: 758.86

Molecular Weight (Monoisotopic): 758.3058

AlogP: -3.11

#Rotatable Bonds: 3

Polar Surface Area: 271.39

Molecular Species: NEUTRAL

HBA: 11

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.12

CX Basic pKa:

CX LogP: -4.15

CX LogD: -4.15

Aromatic Rings: 2

Heavy Atoms: 53

QED Weighted: 0.15

Np Likeness Score: 1.12

References

1. Meier-Abt F, Faulstich H, Hagenbuch B..  (2004)  Identification of phalloidin uptake systems of rat and human liver.,  1664  (1): [PMID:15238259] [10.1016/j.bbamem.2004.04.004]

Source

Source(1):

• TP-search Transporter Database