tert-butyl 4-[3-(5-{[(2S)-2-{[4-bromo-2,5-dichlorothiophene-3-(methane)sulfinyl]amino}-3-(tert-butoxy)-3-oxopropyl]carbamoyl}-6-(methylcarbamoyl)-2,3-dihydro-1H-isoindol-2-yl)-3-oxopropyl]piperidine-1-carboxylate

ID: ALA1627240

PubChem CID: 52943159

Max Phase: Preclinical

Molecular Formula: C36H48BrCl2N5O8S2

Molecular Weight: 893.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=[S+]([O-])(N[C@@H](CNC(=O)c1cc2c(cc1C(=O)NC)CN(C(=O)CCC1CCN(C(=O)OC(C)(C)C)CC1)C2)C(=O)OC(C)(C)C)c1c(Cl)sc(Cl)c1Br

Standard InChI:  InChI=1S/C36H48BrCl2N5O8S2/c1-35(2,3)51-33(48)25(42-54(8,50)28-27(37)29(38)53-30(28)39)17-41-32(47)24-16-22-19-44(18-21(22)15-23(24)31(46)40-7)26(45)10-9-20-11-13-43(14-12-20)34(49)52-36(4,5)6/h15-16,20,25,42H,8-14,17-19H2,1-7H3,(H2-,40,41,46,47,50)/t25-,54?/m0/s1

Standard InChI Key:  GQMDCZCQUJAPEV-GWKYLOPHSA-N

Molfile:  

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M  CHG  2  40   1  41  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1627240

   tert-butyl 4-[3-[5-[[(2S)-2-[[(4-bromo-2,5-dichlorothiophen-3-yl)-methylidene-oxo-lambda6-sulfanyl]amino]-3-[(2-methylpropan-2-yl)oxy]-3-oxopropyl]carbamoyl]-6-(methylcarbamoyl)-1,3-dihydroisoindol-2-yl]-3-oxopropyl]piperidine-1-carboxylate

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: 893.75

Molecular Weight (Monoisotopic): 891.1505

AlogP: 6.17

#Rotatable Bonds: 11

Polar Surface Area: 169.44

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.31

CX Basic pKa: ┄

CX LogP: 4.55

CX LogD: 4.50

Aromatic Rings: 2

Heavy Atoms: 54

QED Weighted: 0.14

Np Likeness Score: -0.74

References

1. Tan DS..  (2005)  Diversity-oriented synthesis: exploring the intersections between chemistry and biology.,  1  (2): [PMID:16408003] [10.1038/nchembio0705-74]

Source

Source(1):

• Scientific Literature