(S)-(4-((7-fluoro-6-methoxy-1-oxoisoindolin-2-yl)methyl)-4-(5-(4-methylpiperazin-1-yl)furo[3,2-b]pyridin-2-yl)-2,5-dioxoimidazolidin-1-yl)methyl pivalate

ID: ALA4099281

PubChem CID: 46190515

Max Phase: Preclinical

Molecular Formula: C31H35FN6O7

Molecular Weight: 622.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1F)C(=O)N(C[C@@]1(c3cc4nc(N5CCN(C)CC5)ccc4o3)NC(=O)N(COC(=O)C(C)(C)C)C1=O)C2

Standard InChI:  InChI=1S/C31H35FN6O7/c1-30(2,3)28(41)44-17-38-27(40)31(34-29(38)42,16-37-15-18-6-7-21(43-5)25(32)24(18)26(37)39)22-14-19-20(45-22)8-9-23(33-19)36-12-10-35(4)11-13-36/h6-9,14H,10-13,15-17H2,1-5H3,(H,34,42)/t31-/m0/s1

Standard InChI Key:  GJQZHAXJIUGDCY-HKBQPEDESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4099281

   [(4S)-4-[(4-fluoro-5-methoxy-3-oxo-1H-isoindol-2-yl)methyl]-4-[5-(4-methylpiperazin-1-yl)furo[3,2-b]pyridin-2-yl]-2,5-dioxoimidazolidin-1-yl]methyl 2,2-dimethylpropanoate

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: 622.65

Molecular Weight (Monoisotopic): 622.2551

AlogP: 2.68

#Rotatable Bonds: 7

Polar Surface Area: 137.76

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.03

CX Basic pKa: 7.60

CX LogP: 3.08

CX LogD: 2.66

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.31

Np Likeness Score: -0.93

References

1. Tong L, Kim SH, Chen L, Kosinski A, Shankar BB, Girijavallabhan V, Yang DY, Yu W, Zhou G, Shih NY, Chen S, Hu M, Lundell D, Niu X, Umland S, Kozlowski JA..  (2017)  Development of a prodrug of hydantoin based TACE inhibitor.,  27  (16): [PMID:28711352] [10.1016/j.bmcl.2017.07.007]

Source

Source(1):

• Scientific Literature