(5-(1-Phenylethyl)thiophene-2-carbonyl)-L-arginine

ID: ALA4521007

PubChem CID: 155542585

Max Phase: Preclinical

Molecular Formula: C19H24N4O3S

Molecular Weight: 388.49

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(c1ccccc1)c1ccc(C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)s1

Standard InChI:  InChI=1S/C19H24N4O3S/c1-12(13-6-3-2-4-7-13)15-9-10-16(27-15)17(24)23-14(18(25)26)8-5-11-22-19(20)21/h2-4,6-7,9-10,12,14H,5,8,11H2,1H3,(H,23,24)(H,25,26)(H4,20,21,22)/t12?,14-/m0/s1

Standard InChI Key:  WEGAQZULQDYDAQ-PYMCNQPYSA-N

Molfile:  

 
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   18.1714  -15.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0671  -14.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2535  -14.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8597  -15.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8961  -15.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9157  -16.7410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6012  -15.4847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3260  -15.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.6404  -17.1345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0702  -17.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0117  -14.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7126  -14.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6931  -13.3696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3983  -12.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3787  -12.1173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1229  -13.3358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0341  -15.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6264  -14.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0445  -13.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6373  -13.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8114  -13.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3942  -13.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8078  -14.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6209  -15.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

  1. Parent:

    ALA4521007

    ---

Associated Targets(Human)

C3AR1 Tchem C3a anaphylatoxin chemotactic receptor (750 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: 388.49Molecular Weight (Monoisotopic): 388.1569AlogP: 2.35#Rotatable Bonds: 9
Polar Surface Area: 128.30Molecular Species: ZWITTERIONHBA: 4HBD: 5
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 6#RO5 Violations (Lipinski): 1
CX Acidic pKa: 3.72CX Basic pKa: 11.99CX LogP: 0.96CX LogD: 0.96
Aromatic Rings: 2Heavy Atoms: 27QED Weighted: 0.26Np Likeness Score: -0.24

References

1. Rowley JA, Reid RC, Poon EKY, Wu KC, Lim J, Lohman RJ, Hamidon JK, Yau MK, Halili MA, Durek T, Iyer A, Fairlie DP..  (2020)  Potent Thiophene Antagonists of Human Complement C3a Receptor with Anti-Inflammatory Activity.,  63  (2): [PMID:31910011] [10.1021/acs.jmedchem.9b00927]

Source