ID: ALA5271178

Max Phase: Preclinical

Molecular Formula: C39H61ClN14O8S2

Molecular Weight: 953.59

Representations

Canonical SMILES:  N=C(N)NCCC[C@@H](NC(=O)c1cccc(Cl)c1)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/C39H61ClN14O8S2/c40-23-10-4-9-22(18-23)32(57)49-24(11-5-15-47-38(43)44)33(58)50-25(12-6-16-48-39(45)46)34(59)51-26(13-14-30(41)55)35(60)52-27(17-21-7-2-1-3-8-21)36(61)54-29-20-64-63-19-28(31(42)56)53-37(29)62/h4,9-10,18,21,24-29H,1-3,5-8,11-17,19-20H2,(H2,41,55)(H2,42,56)(H,49,57)(H,50,58)(H,51,59)(H,52,60)(H,53,62)(H,54,61)(H4,43,44,47)(H4,45,46,48)/t24-,25-,26+,27+,28+,29+/m1/s1

Standard InChI Key:  HQRNBCYQAPNFSN-LCJMHDQGSA-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: 953.59

Molecular Weight (Monoisotopic): 952.3927

AlogP: -1.49

#Rotatable Bonds: 24

Polar Surface Area: 384.58

Molecular Species: BASE

HBA: 12

HBD: 14

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 18

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.76

CX Basic pKa: 11.83

CX LogP: -3.67

CX LogD: -7.67

Aromatic Rings: 1

Heavy Atoms: 64

QED Weighted: 0.02

Np Likeness Score: 0.00

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