ID: ALA5189873

Max Phase: Preclinical

Molecular Formula: C45H65N9O11S2

Molecular Weight: 972.20

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](NC(=O)[C@@H]2CCCN2)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/C45H65N9O11S2/c1-24(2)16-32-40(59)47-26(5)38(57)53-36(44(63)52-35(19-55)45(64)65)22-66-20-28-8-6-9-29(48-28)21-67-23-37(54-39(58)31-10-7-15-46-31)43(62)50-33(17-25(3)4)41(60)51-34(42(61)49-32)18-27-11-13-30(56)14-12-27/h6,8-9,11-14,24-26,31-37,46,55-56H,7,10,15-23H2,1-5H3,(H,47,59)(H,49,61)(H,50,62)(H,51,60)(H,52,63)(H,53,57)(H,54,58)(H,64,65)/t26-,31-,32-,33-,34-,35-,36-,37-/m0/s1

Standard InChI Key:  NFPYNBUHTPDWDW-MYFVKIJRSA-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: 972.20

Molecular Weight (Monoisotopic): 971.4245

AlogP: -0.16

#Rotatable Bonds: 12

Polar Surface Area: 306.38

Molecular Species: ZWITTERION

HBA: 14

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.47

CX Basic pKa: 9.50

CX LogP: -2.84

CX LogD: -2.85

Aromatic Rings: 2

Heavy Atoms: 67

QED Weighted: 0.13

Np Likeness Score: 0.65

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