ID: ALA5206546

Max Phase: Preclinical

Molecular Formula: C45H65N9O11S2

Molecular Weight: 972.20

Representations

Canonical SMILES:  CC(C)C[C@@H]1NC(=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](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc2ccccc2)NC1=O

Standard InChI:  InChI=1S/C45H65N9O11S2/c1-25(2)16-31-39(58)50-33(18-27-10-6-5-7-11-27)41(60)48-32(17-26(3)4)40(59)51-34(19-55)42(61)54-37(44(63)52-35(20-56)45(64)65)24-67-22-29-13-8-12-28(47-29)21-66-23-36(43(62)49-31)53-38(57)30-14-9-15-46-30/h5-8,10-13,25-26,30-37,46,55-56H,9,14-24H2,1-4H3,(H,48,60)(H,49,62)(H,50,58)(H,51,59)(H,52,63)(H,53,57)(H,54,61)(H,64,65)/t30-,31-,32-,33-,34-,35-,36-,37-/m0/s1

Standard InChI Key:  LHDULLZLPKIFOF-MDKUUQCZSA-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: -0.89

#Rotatable Bonds: 13

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: 3.35

CX Basic pKa: 9.50

CX LogP: -3.59

CX LogD: -3.59

Aromatic Rings: 2

Heavy Atoms: 67

QED Weighted: 0.12

Np Likeness Score: 0.53

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