ID: ALA5181364

Max Phase: Preclinical

Molecular Formula: C41H56N12O11S2

Molecular Weight: 957.11

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

Standard InChI:  InChI=1S/C41H56N12O11S2/c1-21(54)34-39(62)50-27(10-5-13-45-41(43)44)35(58)49-28(11-12-33(56)57)36(59)51-29(14-22-16-46-26-9-3-2-8-25(22)26)37(60)52-31(40(63)64)20-66-18-24-7-4-6-23(47-24)17-65-19-30(38(61)53-34)48-32(55)15-42/h2-4,6-9,16,21,27-31,34,46,54H,5,10-15,17-20,42H2,1H3,(H,48,55)(H,49,58)(H,50,62)(H,51,59)(H,52,60)(H,53,61)(H,56,57)(H,63,64)(H4,43,44,45)/t21-,27+,28+,29+,30+,31+,34+/m1/s1

Standard InChI Key:  QNGWULRGLYHNTE-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: 957.11

Molecular Weight (Monoisotopic): 956.3633

AlogP: -2.25

#Rotatable Bonds: 13

Polar Surface Area: 386.03

Molecular Species: ZWITTERION

HBA: 14

HBD: 14

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.50

CX Basic pKa: 11.49

CX LogP: -7.75

CX LogD: -7.86

Aromatic Rings: 3

Heavy Atoms: 66

QED Weighted: 0.05

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