ID: ALA5194019

Max Phase: Preclinical

Molecular Formula: C35H56N12O10S2

Molecular Weight: 869.04

Representations

Canonical SMILES:  CC(C)[C@@H]1NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@@H](NC(=O)CN)CSCc2cccc(n2)CSC[C@@H](C(=O)O)NC1=O

Standard InChI:  InChI=1S/C35H56N12O10S2/c1-17(2)27-32(54)45-24(34(56)57)16-59-14-20-7-4-6-19(41-20)13-58-15-23(42-26(50)12-36)31(53)47-28(18(3)48)33(55)44-21(8-5-11-40-35(38)39)29(51)43-22(30(52)46-27)9-10-25(37)49/h4,6-7,17-18,21-24,27-28,48H,5,8-16,36H2,1-3H3,(H2,37,49)(H,42,50)(H,43,51)(H,44,55)(H,45,54)(H,46,52)(H,47,53)(H,56,57)(H4,38,39,40)/t18-,21+,22+,23+,24+,27+,28+/m1/s1

Standard InChI Key:  FMAIHBFXTGTIIF-LCTUNNTLSA-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: 869.04

Molecular Weight (Monoisotopic): 868.3684

AlogP: -3.92

#Rotatable Bonds: 12

Polar Surface Area: 376.03

Molecular Species: ZWITTERION

HBA: 14

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.64

CX Basic pKa: 11.49

CX LogP: -7.17

CX LogD: -7.73

Aromatic Rings: 1

Heavy Atoms: 59

QED Weighted: 0.05

Np Likeness Score: 0.68

References

1. Gonschorek P, Zorzi A, Maric T, Le Jeune M, Schüttel M, Montagnon M, Gómez-Ojea R, Vollmar DP, Whitfield C, Reymond L, Carle V, Verma H, Schilling O, Hovnanian A, Heinis C..  (2022)  Phage Display Selected Cyclic Peptide Inhibitors of Kallikrein-Related Peptidases 5 and 7 and Their In Vivo Delivery to the Skin.,  65  (14.0): [PMID:35653695] [10.1021/acs.jmedchem.2c00306]

Source

Source(1):

• Scientific Literature