(S)-7-Chloro-5-oxo-12,17-dioxa-4-aza-tricyclo[16.3.1.0(6,11)]docosa-1(21),6(11),7,9,18(22),19-hexaene-3-carboxylic acid

ID: ALA3114865

Chembl Id: CHEMBL3114865

PubChem CID: 76310578

Max Phase: Preclinical

Molecular Formula: C20H20ClNO5

Molecular Weight: 389.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1N[C@H](C(=O)O)Cc2cccc(c2)OCCCCOc2cccc(Cl)c21

Standard InChI:  InChI=1S/C20H20ClNO5/c21-15-7-4-8-17-18(15)19(23)22-16(20(24)25)12-13-5-3-6-14(11-13)26-9-1-2-10-27-17/h3-8,11,16H,1-2,9-10,12H2,(H,22,23)(H,24,25)/t16-/m0/s1

Standard InChI Key:  NLUDZQOAPUIKSG-INIZCTEOSA-N

Alternative Forms

1. Parent:

   

   ALA3114865

   (3S)-7-chloro-5-oxo-12,17-dioxa-4-azatricyclo[16.3.1.06,11]docosa-1(22),6(11),7,9,18,20-hexaene-3-carboxylic acid

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: 389.84

Molecular Weight (Monoisotopic): 389.1030

AlogP: 3.32

#Rotatable Bonds: 1

Polar Surface Area: 84.86

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.52

CX Basic pKa:

CX LogP: 3.45

CX LogD: 0.08

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.78

Np Likeness Score: 0.64

References

1. Halland N, Blum H, Buning C, Kohlmann M, Lindenschmidt A..  (2014)  Small Macrocycles As Highly Active Integrin α2β1 Antagonists.,  5  (2): [PMID:24900800] [10.1021/ml4004556]

Source

Source(1):

• Scientific Literature