ID: ALA5194521

Max Phase: Preclinical

Molecular Formula: C40H58N8O10S2

Molecular Weight: 875.08

Representations

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CSCc2cccc(n2)CSC[C@@H](C(=O)N[C@@H](CO)C(=O)O)NC(=O)[C@H](C)NC1=O

Standard InChI:  InChI=1S/C40H58N8O10S2/c1-21(2)13-29-36(53)42-23(5)34(51)48-33(39(56)47-32(16-49)40(57)58)20-60-18-26-8-6-7-25(43-26)17-59-19-28(41)35(52)44-30(14-22(3)4)37(54)46-31(38(55)45-29)15-24-9-11-27(50)12-10-24/h6-12,21-23,28-33,49-50H,13-20,41H2,1-5H3,(H,42,53)(H,44,52)(H,45,55)(H,46,54)(H,47,56)(H,48,51)(H,57,58)/t23-,28-,29-,30-,31-,32-,33-/m0/s1

Standard InChI Key:  KYNIZYCKZMOXEJ-RKNQSKIKSA-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: 875.08

Molecular Weight (Monoisotopic): 874.3717

AlogP: -0.06

#Rotatable Bonds: 10

Polar Surface Area: 291.27

Molecular Species: ACID

HBA: 13

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.47

CX Basic pKa: 7.75

CX LogP: -2.58

CX LogD: -2.73

Aromatic Rings: 2

Heavy Atoms: 60

QED Weighted: 0.15

Np Likeness Score: 0.72

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