Drug Information

Drug ID:  NPD752
Drug Name:  Primidone
Molecular Formula:  C12H14N2O2
Canonical SMILES:  CCC1(c2ccccc2)C(=NCN=C1O)O
Standard InCHI:  InChI=1S/C12H14N2O2/c1-2-12(9-6-4-3-5-7-9)10(15)13-8-14-11(12)16/h3-7H,2,8H2,1H3,(H,13,15)(H,14,16)
Standard InCHIKey:  DQMZLTXERSFNPB-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD752

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
Intermediate Similarity 0.828 NPC172128
Intermediate Similarity 0.8191 NPC226438
Intermediate Similarity 0.8125 NPC161972
Intermediate Similarity 0.8125 NPC303045
Intermediate Similarity 0.7978 NPC192623
Intermediate Similarity 0.7957 NPC198747
Intermediate Similarity 0.7895 NPC258627
Intermediate Similarity 0.7778 NPC311242
Intermediate Similarity 0.7684 NPC325441
Intermediate Similarity 0.7614 NPC189371
Intermediate Similarity 0.7604 NPC470877
Intermediate Similarity 0.76 NPC33168
Intermediate Similarity 0.7579 NPC471638
Intermediate Similarity 0.7576 NPC58674
Intermediate Similarity 0.7556 NPC224544
Intermediate Similarity 0.7551 NPC265521
Intermediate Similarity 0.7526 NPC209764
Intermediate Similarity 0.7526 NPC141139
Intermediate Similarity 0.7526 NPC316108
Intermediate Similarity 0.7526 NPC471307
Intermediate Similarity 0.7526 NPC78041
Intermediate Similarity 0.7526 NPC159178
Intermediate Similarity 0.7526 NPC74936
Intermediate Similarity 0.7526 NPC121872
Intermediate Similarity 0.75 NPC25565
Intermediate Similarity 0.7476 NPC318154
Intermediate Similarity 0.7426 NPC475439
Intermediate Similarity 0.7426 NPC473501
Intermediate Similarity 0.7327 NPC3371
Intermediate Similarity 0.7312 NPC133050
Intermediate Similarity 0.7303 NPC108218
Intermediate Similarity 0.73 NPC471309
Intermediate Similarity 0.7273 NPC245259
Intermediate Similarity 0.7207 NPC474544
Intermediate Similarity 0.7207 NPC1986
Intermediate Similarity 0.7204 NPC328178
Intermediate Similarity 0.7158 NPC146703
Intermediate Similarity 0.7143 NPC118202
Intermediate Similarity 0.7143 NPC12429
Intermediate Similarity 0.7143 NPC205652
Intermediate Similarity 0.7113 NPC474211
Intermediate Similarity 0.7103 NPC211551
Intermediate Similarity 0.7083 NPC168855
Intermediate Similarity 0.7079 NPC208302
Intermediate Similarity 0.7053 NPC14326
Intermediate Similarity 0.7053 NPC73637
Intermediate Similarity 0.7053 NPC121478
Intermediate Similarity 0.7041 NPC322387
Intermediate Similarity 0.7021 NPC309279
Intermediate Similarity 0.701 NPC474354
Intermediate Similarity 0.701 NPC3210
Intermediate Similarity 0.7009 NPC194390
Intermediate Similarity 0.7009 NPC113326
Intermediate Similarity 0.7009 NPC224610
Intermediate Similarity 0.7009 NPC88267
Remote Similarity 0.6979 NPC477770
Remote Similarity 0.6979 NPC172984
Remote Similarity 0.697 NPC262393
Remote Similarity 0.6952 NPC12730
Remote Similarity 0.6939 NPC93843
Remote Similarity 0.6939 NPC243166
Remote Similarity 0.6937 NPC474149
Remote Similarity 0.6931 NPC79917
Remote Similarity 0.6916 NPC178902
Remote Similarity 0.6916 NPC471317
Remote Similarity 0.6909 NPC153690
Remote Similarity 0.6907 NPC304538
Remote Similarity 0.6907 NPC95429
Remote Similarity 0.69 NPC1793
Remote Similarity 0.6887 NPC469457
Remote Similarity 0.6881 NPC327481
Remote Similarity 0.6881 NPC231705
Remote Similarity 0.6875 NPC87299
Remote Similarity 0.6875 NPC103326
Remote Similarity 0.6875 NPC329319
Remote Similarity 0.6875 NPC99394
Remote Similarity 0.687 NPC82963
Remote Similarity 0.6863 NPC323164
Remote Similarity 0.6863 NPC306074
Remote Similarity 0.6857 NPC107619
Remote Similarity 0.6847 NPC258056
Remote Similarity 0.6842 NPC33742
Remote Similarity 0.6842 NPC164449
Remote Similarity 0.6842 NPC184030
Remote Similarity 0.6837 NPC99482
Remote Similarity 0.6832 NPC274455
Remote Similarity 0.6832 NPC70940
Remote Similarity 0.6832 NPC86670
Remote Similarity 0.681 NPC311737
Remote Similarity 0.681 NPC38458
Remote Similarity 0.6807 NPC109151
Remote Similarity 0.6804 NPC285773
Remote Similarity 0.68 NPC329064
Remote Similarity 0.6796 NPC55903
Remote Similarity 0.6792 NPC92730
Remote Similarity 0.6777 NPC325013
Remote Similarity 0.6771 NPC117180
Remote Similarity 0.6768 NPC203076
Remote Similarity 0.6765 NPC220596
Remote Similarity 0.6759 NPC202613
Remote Similarity 0.6759 NPC164859
Remote Similarity 0.6759 NPC471310
Remote Similarity 0.6744 NPC29680
Remote Similarity 0.6737 NPC170484
Remote Similarity 0.6733 NPC199567
Remote Similarity 0.6731 NPC27323
Remote Similarity 0.6731 NPC152415
Remote Similarity 0.6731 NPC316301
Remote Similarity 0.6731 NPC289769
Remote Similarity 0.6702 NPC66655
Remote Similarity 0.67 NPC211237
Remote Similarity 0.67 NPC473031
Remote Similarity 0.6699 NPC155908
Remote Similarity 0.6698 NPC225464
Remote Similarity 0.6696 NPC470550
Remote Similarity 0.6667 NPC142297
Remote Similarity 0.6667 NPC127343
Remote Similarity 0.6667 NPC121800
Remote Similarity 0.6639 NPC472414
Remote Similarity 0.6639 NPC474926
Remote Similarity 0.6638 NPC235421
Remote Similarity 0.6638 NPC317254
Remote Similarity 0.6637 NPC319579
Remote Similarity 0.6633 NPC44830
Remote Similarity 0.6612 NPC472415
Remote Similarity 0.6607 NPC24101
Remote Similarity 0.6607 NPC96224
Remote Similarity 0.6606 NPC19856
Remote Similarity 0.6606 NPC178681
Remote Similarity 0.6602 NPC86987
Remote Similarity 0.6583 NPC273830
Remote Similarity 0.6579 NPC227553
Remote Similarity 0.6577 NPC274089
Remote Similarity 0.6577 NPC191215
Remote Similarity 0.6574 NPC214200
Remote Similarity 0.6574 NPC289117
Remote Similarity 0.6574 NPC228400
Remote Similarity 0.6571 NPC20142
Remote Similarity 0.6571 NPC215351
Remote Similarity 0.6571 NPC172925
Remote Similarity 0.6549 NPC65855
Remote Similarity 0.6549 NPC292758
Remote Similarity 0.6549 NPC158854
Remote Similarity 0.6542 NPC315921
Remote Similarity 0.6542 NPC303611
Remote Similarity 0.6542 NPC226096
Remote Similarity 0.6542 NPC164514
Remote Similarity 0.6542 NPC290515
Remote Similarity 0.6542 NPC108606
Remote Similarity 0.6538 NPC314690
Remote Similarity 0.6538 NPC128645
Remote Similarity 0.6538 NPC45040
Remote Similarity 0.6538 NPC304541
Remote Similarity 0.6531 NPC475199
Remote Similarity 0.6531 NPC283012
Remote Similarity 0.6531 NPC323103
Remote Similarity 0.6531 NPC103387
Remote Similarity 0.6522 NPC155429
Remote Similarity 0.6522 NPC474584
Remote Similarity 0.6517 NPC178527
Remote Similarity 0.6514 NPC327226
Remote Similarity 0.6509 NPC222146
Remote Similarity 0.6509 NPC26244
Remote Similarity 0.6509 NPC144682
Remote Similarity 0.6505 NPC242240
Remote Similarity 0.6505 NPC318325
Remote Similarity 0.6505 NPC123273
Remote Similarity 0.6505 NPC258219
Remote Similarity 0.6496 NPC188010
Remote Similarity 0.6486 NPC471186
Remote Similarity 0.6481 NPC299762
Remote Similarity 0.6481 NPC122005
Remote Similarity 0.6481 NPC33675
Remote Similarity 0.6481 NPC252821
Remote Similarity 0.648 NPC71271
Remote Similarity 0.6476 NPC271440
Remote Similarity 0.6471 NPC310467
Remote Similarity 0.6471 NPC407
Remote Similarity 0.6471 NPC307235
Remote Similarity 0.6471 NPC23167
Remote Similarity 0.6466 NPC35850
Remote Similarity 0.6466 NPC276949
Remote Similarity 0.6465 NPC288903
Remote Similarity 0.6465 NPC270507
Remote Similarity 0.6452 NPC244738
Remote Similarity 0.6449 NPC324602
Remote Similarity 0.6449 NPC473388
Remote Similarity 0.6441 NPC470544
Remote Similarity 0.6441 NPC147957
Remote Similarity 0.6437 NPC135924
Remote Similarity 0.6435 NPC163674
Remote Similarity 0.6435 NPC329011
Remote Similarity 0.6429 NPC94751
Remote Similarity 0.6429 NPC130898
Remote Similarity 0.6429 NPC474804
Remote Similarity 0.6429 NPC474973
Remote Similarity 0.6429 NPC142326
Remote Similarity 0.6422 NPC136810
Remote Similarity 0.6422 NPC133809
Remote Similarity 0.6422 NPC225079

Drug Structure

External Identifiers

TTD   DAP000678
DrugBank   DB00794
ChEMBL   CHEMBL856
IUPHAR/BPS   5338
PharmaGKB   PA451105
KEGG Drug   D00474
PubChem CID   4909
ChEBI   8412
CAS Number  125-33-7

Drug Properties

Molecular Weight  218.11
ALogP  -1.2566
MLogP  2.34
XLogP  3.518
HDA  4
HBD  2
Rotatable Bonds  5
TPSA  65.18
RO5 Violation  0