ID: ALA2021696

Chembl Id: CHEMBL2021696

PubChem CID: 135862909

Max Phase: Preclinical

Molecular Formula: C21H22N10O11S2

Molecular Weight: 654.60

Molecule Type: Small molecule

Names and Identifiers

Synonyms from Alternative Forms(1): U-78608

Canonical SMILES:  Cn1c(-c2cc(=O)c(O)c[nH]2)nn(S(=O)(=O)NC(=O)N2C[C@H](NC(=O)/C(=N\OC(C)(C)C(=O)O)c3csc(N)n3)C2=O)c1=O

Standard InChI:  InChI=1S/C21H22N10O11S2/c1-21(2,17(36)37)42-27-13(10-7-43-18(22)25-10)15(34)24-9-6-30(16(9)35)19(38)28-44(40,41)31-20(39)29(3)14(26-31)8-4-11(32)12(33)5-23-8/h4-5,7,9,33H,6H2,1-3H3,(H2,22,25)(H,23,32)(H,24,34)(H,28,38)(H,36,37)/b27-13-/t9-/m0/s1

Standard InChI Key:  ACNHWHSFERZOFC-XNDKZUTPSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA2021696

   ---

2. Parent:

   

   ALA2021696

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 654.60

Molecular Weight (Monoisotopic): 654.0911

AlogP: -2.90

#Rotatable Bonds: 9

Polar Surface Area: 303.36

Molecular Species: ACID

HBA: 17

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.74

CX Basic pKa: 4.03

CX LogP: -2.30

CX LogD: -5.81

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.08

Np Likeness Score: -0.29

References

1. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

2. Murphy-Benenato KE, Dangel B, Davis HE, Durand-Réville TF, Ferguson AD, Gao N, Jahić H, Mueller JP, Manyak EL, Quiroga O, Rooney M, Sha L, Sylvester M, Wu F, Zambrowski M, Zhao SX..  (2015)  SAR and Structural Analysis of Siderophore-Conjugated Monocarbam Inhibitors of Pseudomonas aeruginosa PBP3.,  6  (5): [PMID:26005529] [10.1021/acsmedchemlett.5b00026]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data