Ethyl (S)-6-Bromo-4-(2-(2,2,2-trifluoroacetamido)benzamido)spiro[chromane-2,4'-piperidine]-1'-carboxylate

ID: ALA4483789

PubChem CID: 155540569

Max Phase: Preclinical

Molecular Formula: C25H25BrF3N3O5

Molecular Weight: 584.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)N1CCC2(CC1)C[C@H](NC(=O)c1ccccc1NC(=O)C(F)(F)F)c1cc(Br)ccc1O2

Standard InChI:  InChI=1S/C25H25BrF3N3O5/c1-2-36-23(35)32-11-9-24(10-12-32)14-19(17-13-15(26)7-8-20(17)37-24)30-21(33)16-5-3-4-6-18(16)31-22(34)25(27,28)29/h3-8,13,19H,2,9-12,14H2,1H3,(H,30,33)(H,31,34)/t19-/m0/s1

Standard InChI Key:  MGHNUCURWILBOX-IBGZPJMESA-N

Molfile:  

 
     RDKit          2D

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   16.7517  -28.5615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6256  -27.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6323  -28.1565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.1955  -24.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9161  -26.9274    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   21.7120  -29.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.3153  -24.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3087  -25.7112    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.0262  -24.4912    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.0200  -25.2999    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 34 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483789

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 584.39

Molecular Weight (Monoisotopic): 583.0930

AlogP: 5.19

#Rotatable Bonds: 4

Polar Surface Area: 96.97

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.43

CX Basic pKa: ┄

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.52

Np Likeness Score: -1.21

References

1. Kazmierski WM, Xia B, Miller J, De la Rosa M, Favre D, Dunham RM, Washio Y, Zhu Z, Wang F, Mebrahtu M, Deng H, Basilla J, Wang L, Evindar G, Fan L, Olszewski A, Prabhu N, Davie C, Messer JA, Samano V..  (2020)  DNA-Encoded Library Technology-Based Discovery, Lead Optimization, and Prodrug Strategy toward Structurally Unique Indoleamine 2,3-Dioxygenase-1 (IDO1) Inhibitors.,  63  (7): [PMID:32073266] [10.1021/acs.jmedchem.9b01799]

Source

Source(1):

• Scientific Literature