ID: ALA5185516

Max Phase: Preclinical

Molecular Formula: C44H69N11O11S2

Molecular Weight: 992.24

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)CSCC(=O)CSC[C@@H](C(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C)NC1=O

Standard InChI:  InChI=1S/C44H69N11O11S2/c1-23(2)16-31-39(61)49-25(5)36(58)50-30(9-7-15-48-44(45)46)38(60)55-35(43(65)66)22-68-20-28(57)19-67-21-34(54-37(59)29-8-6-14-47-29)42(64)52-32(17-24(3)4)40(62)53-33(41(63)51-31)18-26-10-12-27(56)13-11-26/h10-13,23-25,29-35,47,56H,6-9,14-22H2,1-5H3,(H,49,61)(H,50,58)(H,51,63)(H,52,64)(H,53,62)(H,54,59)(H,55,60)(H,65,66)(H4,45,46,48)/t25-,29-,30-,31-,32-,33-,34-,35-/m0/s1

Standard InChI Key:  JIBAUMAHVNYSFI-LEZLZINTSA-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: 992.24

Molecular Weight (Monoisotopic): 991.4619

AlogP: -1.41

#Rotatable Bonds: 13

Polar Surface Area: 352.23

Molecular Species: ZWITTERION

HBA: 14

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.77

CX Basic pKa: 13.51

CX LogP: -3.46

CX LogD: -4.78

Aromatic Rings: 1

Heavy Atoms: 68

QED Weighted: 0.06

Np Likeness Score: 0.66

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