ID: ALA5185255

Max Phase: Preclinical

Molecular Formula: C45H58FN7O13S

Molecular Weight: 956.06

Representations

Canonical SMILES:  CC(C)C[C@H](NC(=O)CNC(=O)[C@H](C)NC(=O)c1ccc(S[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)cc1)C(=O)N[C@@H](C)C(=O)NC[C@@H]1CCN(c2cc3c(cc2F)c(=O)c(C(=O)O)cn3C2CC2)C1

Standard InChI:  InChI=1S/C45H58FN7O13S/c1-21(2)13-31(51-35(55)17-48-41(61)22(3)49-42(62)25-5-9-27(10-6-25)67-45-39(59)38(58)37(57)34(20-54)66-45)43(63)50-23(4)40(60)47-16-24-11-12-52(18-24)33-15-32-28(14-30(33)46)36(56)29(44(64)65)19-53(32)26-7-8-26/h5-6,9-10,14-15,19,21-24,26,31,34,37-39,45,54,57-59H,7-8,11-13,16-18,20H2,1-4H3,(H,47,60)(H,48,61)(H,49,62)(H,50,63)(H,51,55)(H,64,65)/t22-,23-,24-,31-,34+,37-,38-,39+,45-/m0/s1

Standard InChI Key:  YXZRNAXNPBSYGO-GJUDKZCESA-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: 956.06

Molecular Weight (Monoisotopic): 955.3797

AlogP: -0.02

#Rotatable Bonds: 19

Polar Surface Area: 298.19

Molecular Species: ACID

HBA: 15

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 5.87

CX Basic pKa: 0.22

CX LogP: -0.60

CX LogD: -2.14

Aromatic Rings: 3

Heavy Atoms: 67

QED Weighted: 0.08

Np Likeness Score: -0.44

References

1. Meiers J, Rox K, Titz A..  (2022)  Lectin-Targeted Prodrugs Activated by Pseudomonas aeruginosa for Self-Destructive Antibiotic Release.,  65  (20.0): [PMID:36201248] [10.1021/acs.jmedchem.2c01214]

Source

Source(1):

• Scientific Literature