ID: ALA5175074

Max Phase: Preclinical

Molecular Formula: C34H54N12O10S2

Molecular Weight: 855.01

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](CO)NC(=O)[C@@H](NC(=O)CN)CSCc2cccc(n2)CSC[C@@H](C(=O)O)NC1=O

Standard InChI:  InChI=1S/C34H54N12O10S2/c1-17(2)27-32(54)45-24(33(55)56)16-58-14-19-6-3-5-18(40-19)13-57-15-23(41-26(49)11-35)31(53)44-22(12-47)30(52)42-20(7-4-10-39-34(37)38)28(50)43-21(29(51)46-27)8-9-25(36)48/h3,5-6,17,20-24,27,47H,4,7-16,35H2,1-2H3,(H2,36,48)(H,41,49)(H,42,52)(H,43,50)(H,44,53)(H,45,54)(H,46,51)(H,55,56)(H4,37,38,39)/t20-,21-,22-,23-,24-,27-/m0/s1

Standard InChI Key:  UKWWKZPGXBTTQB-IPTDFQASSA-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: 855.01

Molecular Weight (Monoisotopic): 854.3527

AlogP: -4.31

#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: 11.50

CX LogP: -7.59

CX LogD: -8.14

Aromatic Rings: 1

Heavy Atoms: 58

QED Weighted: 0.05

Np Likeness Score: 0.69

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