ID: ALA2372410

Max Phase: Preclinical

Molecular Formula: C31H43N5O7S2

Molecular Weight: 661.85

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@H]1NC(=O)[C@@H](NC(=O)[C@@H](N)Cc2ccc(O)cc2)C(C)(C)SSC(C)(C)[C@@H](C(O)O)NC(=O)[C@H](Cc2ccccc2)NC1=O

Standard InChI:  InChI=1S/C31H43N5O7S2/c1-17-25(38)34-22(16-18-9-7-6-8-10-18)27(40)36-24(29(42)43)31(4,5)45-44-30(2,3)23(28(41)33-17)35-26(39)21(32)15-19-11-13-20(37)14-12-19/h6-14,17,21-24,29,37,42-43H,15-16,32H2,1-5H3,(H,33,41)(H,34,38)(H,35,39)(H,36,40)/t17-,21-,22-,23+,24+/m0/s1

Standard InChI Key:  RUNRDTYBZFTQFP-QCIOSCQESA-N

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

Properties

Molecular Weight: 661.85

Molecular Weight (Monoisotopic): 661.2604

AlogP: 0.73

#Rotatable Bonds: 7

Polar Surface Area: 203.11

Molecular Species: NEUTRAL

HBA: 10

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.48

CX Basic pKa: 7.73

CX LogP: 0.99

CX LogD: 0.63

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.15

Np Likeness Score: 1.04

References

1. Sablin SO, Krueger MJ, Singer TP, Bachurin SO, Khare AB, Efange SM, Tkachenko SE..  (1994)  Interaction of tetrahydrostilbazoles with monoamine oxidase A and B.,  37  (1): [PMID:8289189] [10.1021/jm00027a019]

2. Haaseth RC, Horan PJ, Bilsky EJ, Davis P, Zalewska T, Slaninova J, Yamamura HI, Weber SJ, Davis TP, Porreca F..  (1994)  [L-Ala3]DPDPE: a new enkephalin analog with a unique opioid receptor activity profile. Further evidence of delta-opioid receptor multiplicity.,  37  (11): [PMID:8201592] [10.1021/jm00037a007]

3. Efange SM, Michelson RH, Remmel RP, Boudreau RJ, Dutta AK, Freshler A..  (1990)  Flexible N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine analogues: synthesis and monoamine oxidase catalyzed bioactivation.,  33  (12): [PMID:2258899] [10.1021/jm00174a007]

4. Mabic S, Castagnoli N..  (1996)  Assessment of structural requirements for the monoamine oxidase-B-catalyzed oxidation of 1,4-disubstituted-1,2,3,6-tetrahydropyridine derivatives related to the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine.,  39  (19): [PMID:8809158] [10.1021/jm9603882]

5. Kalgutkar AS, Castagnoli N..  (1992)  Synthesis of novel MPTP analogs as potential monoamine oxidase B (MAO-B) inhibitors.,  35  (22): [PMID:1433219] [10.1021/jm00100a023]

Source

Source(1):

• Scientific Literature