N-[1-(2-Benzoyl-benzoyl)-4-(biphenyl-2-ylmethoxy)-pyrrolidin-2-ylmethyl]-4-(2,4-dioxo-thiazolidin-5-ylidenemethyl)-benzamide

ID: ALA268905

Chembl Id: CHEMBL268905

PubChem CID: 10652466

Max Phase: Preclinical

Molecular Formula: C43H35N3O6S

Molecular Weight: 721.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)/C(=C/c2ccc(C(=O)NC[C@@H]3C[C@@H](OCc4ccccc4-c4ccccc4)CN3C(=O)c3ccccc3C(=O)c3ccccc3)cc2)S1

Standard InChI:  InChI=1S/C43H35N3O6S/c47-39(30-13-5-2-6-14-30)36-17-9-10-18-37(36)42(50)46-26-34(52-27-32-15-7-8-16-35(32)29-11-3-1-4-12-29)24-33(46)25-44-40(48)31-21-19-28(20-22-31)23-38-41(49)45-43(51)53-38/h1-23,33-34H,24-27H2,(H,44,48)(H,45,49,51)/b38-23-/t33-,34+/m0/s1

Standard InChI Key:  SWCLXBYKQXAJGN-JIZJIGLTSA-N

Alternative Forms

1. Parent:

   

   ALA268905

   N-[1-(2-Benzoyl-benzoyl)-4-(biphenyl-2-ylmethoxy)-pyrrolidin-2-ylmethyl]-4-(2,4-dioxo-thiazolidin-5-ylidenemethyl)-benzamide

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: 721.84

Molecular Weight (Monoisotopic): 721.2247

AlogP: 7.14

#Rotatable Bonds: 11

Polar Surface Area: 121.88

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.20

CX Basic pKa:

CX LogP: 6.82

CX LogD: 5.66

Aromatic Rings: 5

Heavy Atoms: 53

QED Weighted: 0.11

Np Likeness Score: -0.80

References

1. Seno K, Okuno T, Nishi K, Murakami Y, Watanabe F, Matsuura T, Wada M, Fujii Y, Yamada M, Ogawa T, Okada T, Hashizume H, Kii M, Hara S, Hagishita S, Nakamoto S, Yamada K, Chikazawa Y, Ueno M, Teshirogi I, Ono T, Ohtani M..  (2000)  Pyrrolidine inhibitors of human cytosolic phospholipase A(2).,  43  (6): [PMID:10737736] [10.1021/jm9905155]

2. Seno K, Okuno T, Nishi K, Murakami Y, Yamada K, Nakamoto S, Ono T..  (2001)  Pyrrolidine inhibitors of human cytosolic phospholipase A2. Part 2: synthesis of potent and crystallized 4-triphenylmethylthio derivative 'pyrrophenone'.,  11  (4): [PMID:11229777] [10.1016/s0960-894x(01)00003-8]

Source

Source(1):

• Scientific Literature