ID: ALA5203584

Max Phase: Preclinical

Molecular Formula: C41H57N13O10S2

Molecular Weight: 956.12

Representations

Canonical SMILES:  C[C@@H](O)[C@@H]1NC(=O)[C@@H](NC(=O)CN)CSCc2cccc(n2)CSC[C@@H](C(=O)O)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC1=O

Standard InChI:  InChI=1S/C41H57N13O10S2/c1-21(55)34-39(62)51-27(10-5-13-46-41(44)45)35(58)50-28(11-12-32(43)56)36(59)52-29(14-22-16-47-26-9-3-2-8-25(22)26)37(60)53-31(40(63)64)20-66-18-24-7-4-6-23(48-24)17-65-19-30(38(61)54-34)49-33(57)15-42/h2-4,6-9,16,21,27-31,34,47,55H,5,10-15,17-20,42H2,1H3,(H2,43,56)(H,49,57)(H,50,58)(H,51,62)(H,52,59)(H,53,60)(H,54,61)(H,63,64)(H4,44,45,46)/t21-,27+,28+,29+,30+,31+,34+/m1/s1

Standard InChI Key:  JXNLDHOMBNHQLT-INDSUJOGSA-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: 956.12

Molecular Weight (Monoisotopic): 955.3793

AlogP: -2.85

#Rotatable Bonds: 13

Polar Surface Area: 391.82

Molecular Species: ZWITTERION

HBA: 14

HBD: 14

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 17

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.64

CX Basic pKa: 11.61

CX LogP: -6.31

CX LogD: -6.86

Aromatic Rings: 3

Heavy Atoms: 66

QED Weighted: 0.05

Np Likeness Score: 0.60

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