ID: ALA5268886

Max Phase: Preclinical

Molecular Formula: C37H63N15O9S2

Molecular Weight: 926.14

Representations

Canonical SMILES:  N=C(N)NCCC[C@@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)N[C@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC1CCCCC1)C(=O)N[C@H]1CSSC[C@@H](C(N)=O)NC1=O

Standard InChI:  InChI=1S/C37H63N15O9S2/c38-27(53)12-10-23(33(59)50-24(16-19-6-2-1-3-7-19)34(60)52-26-18-63-62-17-25(29(39)55)51-35(26)61)49-31(57)21(9-5-15-45-37(42)43)47-30(56)20(8-4-14-44-36(40)41)48-32(58)22-11-13-28(54)46-22/h19-26H,1-18H2,(H2,38,53)(H2,39,55)(H,46,54)(H,47,56)(H,48,58)(H,49,57)(H,50,59)(H,51,61)(H,52,60)(H4,40,41,44)(H4,42,43,45)/t20-,21-,22+,23+,24+,25+,26+/m1/s1

Standard InChI Key:  IAJUDDNMGIAOGZ-XRVGGGAJSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 926.14

Molecular Weight (Monoisotopic): 925.4375

AlogP: -4.18

#Rotatable Bonds: 24

Polar Surface Area: 413.68

Molecular Species: BASE

HBA: 13

HBD: 15

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 19

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.66

CX Basic pKa: 11.78

CX LogP: -6.91

CX LogD: -10.78

Aromatic Rings: 0

Heavy Atoms: 63

QED Weighted: 0.02

Np Likeness Score: 0.23

References

1. Brust A, Croker DE, Colless B, Ragnarsson L, Andersson Å, Jain K, Garcia-Caraballo S, Castro J, Brierley SM, Alewood PF, Lewis RJ..  (2016)  Conopeptide-Derived κ-Opioid Agonists (Conorphins): Potent, Selective, and Metabolic Stable Dynorphin A Mimetics with Antinociceptive Properties.,  59  (6): [PMID:26859603] [10.1021/acs.jmedchem.5b00911]

Source

Source(1):

• Scientific Literature