ID: ALA5281808

Max Phase: Preclinical

Molecular Formula: C41H64N14O8S2

Molecular Weight: 945.19

Representations

Canonical SMILES:  N=C(N)NCCC[C@@H](NC(=O)[C@@H](CCCNC(=N)N)NC(=O)[C@@H]1CCCN1C(=O)c1ccccc1)C(=O)NCC(=O)N[C@@H](CC1CCCCC1)C(=O)N[C@H]1CSSC[C@@H](C(N)=O)NC1=O

Standard InChI:  InChI=1S/C41H64N14O8S2/c42-33(57)29-22-64-65-23-30(37(61)53-29)54-36(60)28(20-24-10-3-1-4-11-24)50-32(56)21-49-34(58)26(14-7-17-47-40(43)44)51-35(59)27(15-8-18-48-41(45)46)52-38(62)31-16-9-19-55(31)39(63)25-12-5-2-6-13-25/h2,5-6,12-13,24,26-31H,1,3-4,7-11,14-23H2,(H2,42,57)(H,49,58)(H,50,56)(H,51,59)(H,52,62)(H,53,61)(H,54,60)(H4,43,44,47)(H4,45,46,48)/t26-,27-,28+,29+,30+,31+/m1/s1

Standard InChI Key:  XQHJXJQTISXXLL-CJKOIZGMSA-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: 945.19

Molecular Weight (Monoisotopic): 944.4473

AlogP: -1.79

#Rotatable Bonds: 22

Polar Surface Area: 361.80

Molecular Species: BASE

HBA: 12

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.78

CX Basic pKa: 11.71

CX LogP: -3.92

CX LogD: -7.94

Aromatic Rings: 1

Heavy Atoms: 65

QED Weighted: 0.03

Np Likeness Score: -0.14

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