N-(4-Chlorophenyl)-2-((1R,3s,5S,6r)-3-(5,6-difluoro-1H-benzo[d]-imidazol-1-yl)bicyclo[3.1.0]hexan-6-yl)propanamide

ID: ALA4858888

PubChem CID: 164615918

Max Phase: Preclinical

Molecular Formula: C22H20ClF2N3O

Molecular Weight: 415.87

Molecule Type: Unknown

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  CC(NC(=O)c1ccc(Cl)cc1)[C@H]1[C@@H]2C[C@@H](n3cnc4cc(F)c(F)cc43)C[C@@H]21

Standard InChI:  InChI=1S/C22H20ClF2N3O/c1-11(27-22(29)12-2-4-13(23)5-3-12)21-15-6-14(7-16(15)21)28-10-26-19-8-17(24)18(25)9-20(19)28/h2-5,8-11,14-16,21H,6-7H2,1H3,(H,27,29)/t11?,14-,15-,16+,21+

Standard InChI Key:  CAPFNEJTKCIVRA-XJQPTBGDSA-N

Molfile:  

 
     RDKit          2D

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   29.1666  -21.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5978  -20.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4241  -20.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8552  -19.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4612  -19.0835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6316  -19.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3442  -21.1712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9516  -20.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5592  -21.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3955  -20.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4264  -19.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6514  -19.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1417  -20.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6016  -21.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1788  -21.6045    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.4197  -19.1656    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.3175  -20.3455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0415  -20.7481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8228  -21.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0495  -19.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8348  -19.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0150  -18.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4109  -18.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6238  -18.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4472  -19.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3826  -19.7476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2049  -19.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5902  -17.5195    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.8901  -18.3815    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.0169  -18.0154    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

  1. Parent:

    ALA4858888

    ---

Associated Targets(Human)

IDO1 Tchem Indoleamine 2,3-dioxygenase (6650 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCG2 Tchem ATP-binding cassette sub-family G member 2 (4927 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCB11 Tchem Bile salt export pump (2311 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Ido1 Indoleamine 2,3-dioxygenase 1 (313 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 415.87Molecular Weight (Monoisotopic): 415.1263AlogP: 4.98#Rotatable Bonds: 4
Polar Surface Area: 46.92Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 5.55CX LogP: 4.30CX LogD: 4.30
Aromatic Rings: 3Heavy Atoms: 29QED Weighted: 0.65Np Likeness Score: -0.95

References

1. Hamilton MM, Mseeh F, McAfoos TJ, Leonard PG, Reyna NJ, Harris AL, Xu A, Han M, Soth MJ, Czako B, Theroff JP, Mandal PK, Burke JP, Virgin-Downey B, Petrocchi A, Pfaffinger D, Rogers NE, Parker CA, Yu SS, Jiang Y, Krapp S, Lammens A, Trevitt G, Tremblay MR, Mikule K, Wilcoxen K, Cross JB, Jones P, Marszalek JR, Lewis RT..  (2021)  Discovery of IACS-9779 and IACS-70465 as Potent Inhibitors Targeting Indoleamine 2,3-Dioxygenase 1 (IDO1) Apoenzyme.,  64  (15.0): [PMID:34292726] [10.1021/acs.jmedchem.1c00679]

Source