(2R,3S,4R,5S,)-7-benzylamino-3,4-dihydroxy-2-(hydroxymethyl)-1-oxa-6,8-diazaspiro[4.4]non-6-en-9-one

ID: ALA2271243

Chembl Id: CHEMBL2271243

PubChem CID: 136264371

Max Phase: Preclinical

Molecular Formula: C14H17N3O5

Molecular Weight: 307.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(NCc2ccccc2)=N[C@]12O[C@H](CO)[C@@H](O)[C@H]2O

Standard InChI:  InChI=1S/C14H17N3O5/c18-7-9-10(19)11(20)14(22-9)12(21)16-13(17-14)15-6-8-4-2-1-3-5-8/h1-5,9-11,18-20H,6-7H2,(H2,15,16,17,21)/t9-,10-,11-,14-/m1/s1

Standard InChI Key:  YFRDJFLTPFWOJT-ZHSDAYTOSA-N

Alternative Forms

1. Parent:

   

   ALA2271243

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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: 307.31

Molecular Weight (Monoisotopic): 307.1168

AlogP: -1.93

#Rotatable Bonds: 3

Polar Surface Area: 123.41

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.64

CX Basic pKa: 3.78

CX LogP: -0.62

CX LogD: -0.62

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.44

Np Likeness Score: 0.72

References

1. Sano H, Mio S, Hamura M, Kitagawa J, Shindou M, Honma T, Sugai S.  (1995)  Synthesis and Herbicidal Activity of Hydantocidin Analogues: Modification of the Carbonyl Groups in Spirohydantoin,  59  (12): [10.1271/bbb.59.2247]

Source

Source(1):

• Scientific Literature