ID: ALA5174330

Max Phase: Preclinical

Molecular Formula: C40H59N11O14S2

Molecular Weight: 982.11

Representations

Canonical SMILES:  C[C@@H](O)[C@@H]1NC(=O)[C@@H](NC(=O)CN)CSCC(=O)CSC[C@@H](C(=O)O)NC(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCCNC(=N)N)NC1=O

Standard InChI:  InChI=1S/C40H59N11O14S2/c1-20(52)32-37(62)47-24(4-2-12-44-40(42)43)33(58)46-25(10-11-31(56)57)34(59)48-26(14-21-6-8-22(53)9-7-21)38(63)51-13-3-5-29(51)36(61)49-28(39(64)65)19-67-17-23(54)16-66-18-27(35(60)50-32)45-30(55)15-41/h6-9,20,24-29,32,52-53H,2-5,10-19,41H2,1H3,(H,45,55)(H,46,58)(H,47,62)(H,48,59)(H,49,61)(H,50,60)(H,56,57)(H,64,65)(H4,42,43,44)/t20-,24+,25+,26+,27+,28+,29+,32+/m1/s1

Standard InChI Key:  PIGMBPQXPNECHU-VOYJGBGOSA-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: 982.11

Molecular Weight (Monoisotopic): 981.3684

AlogP: -4.56

#Rotatable Bonds: 13

Polar Surface Area: 414.96

Molecular Species: ZWITTERION

HBA: 16

HBD: 14

#RO5 Violations: 3

HBA (Lipinski): 25

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.47

CX Basic pKa: 12.15

CX LogP: -9.32

CX LogD: -9.50

Aromatic Rings: 1

Heavy Atoms: 67

QED Weighted: 0.05

Np Likeness Score: 0.76

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