Drug Information

Drug ID:  NPD1542
Drug Name:  Phenytoin
Molecular Formula:  C15H12N2O2
Canonical SMILES:  OC1=NC(=NC1(c1ccccc1)c1ccccc1)O
Standard InCHI:  InChI=1S/C15H12N2O2/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H2,16,17,18,19)
Standard InCHIKey:  CXOFVDLJLONNDW-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1542

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 0.79 NPC316108
Intermediate Similarity 0.79 NPC172128
Intermediate Similarity 0.7822 NPC226438
Intermediate Similarity 0.7788 NPC311242
Intermediate Similarity 0.7652 NPC147957
Intermediate Similarity 0.7632 NPC470550
Intermediate Similarity 0.7624 NPC470877
Intermediate Similarity 0.7596 NPC303045
Intermediate Similarity 0.7596 NPC161972
Intermediate Similarity 0.7593 NPC178681
Intermediate Similarity 0.7549 NPC141139
Intermediate Similarity 0.7549 NPC121872
Intermediate Similarity 0.7549 NPC74936
Intermediate Similarity 0.7549 NPC159178
Intermediate Similarity 0.7549 NPC78041
Intermediate Similarity 0.7549 NPC471307
Intermediate Similarity 0.7549 NPC209764
Intermediate Similarity 0.7455 NPC211551
Intermediate Similarity 0.7358 NPC25565
Intermediate Similarity 0.7333 NPC471309
Intermediate Similarity 0.7328 NPC205652
Intermediate Similarity 0.729 NPC33168
Intermediate Similarity 0.729 NPC473501
Intermediate Similarity 0.729 NPC475439
Intermediate Similarity 0.7255 NPC471638
Intermediate Similarity 0.7245 NPC192623
Intermediate Similarity 0.7212 NPC258627
Intermediate Similarity 0.7103 NPC58674
Intermediate Similarity 0.7019 NPC325441
Remote Similarity 0.6983 NPC319579
Remote Similarity 0.6964 NPC471317
Remote Similarity 0.6957 NPC153690
Remote Similarity 0.6944 NPC108339
Remote Similarity 0.6923 NPC198747
Remote Similarity 0.6917 NPC82963
Remote Similarity 0.6916 NPC265521
Remote Similarity 0.6911 NPC273830
Remote Similarity 0.6903 NPC194390
Remote Similarity 0.6903 NPC88267
Remote Similarity 0.6903 NPC113326
Remote Similarity 0.6903 NPC224610
Remote Similarity 0.688 NPC317758
Remote Similarity 0.686 NPC311737
Remote Similarity 0.686 NPC38458
Remote Similarity 0.6852 NPC476483
Remote Similarity 0.6847 NPC12730
Remote Similarity 0.6827 NPC203076
Remote Similarity 0.6822 NPC245259
Remote Similarity 0.6814 NPC202613
Remote Similarity 0.6814 NPC164859
Remote Similarity 0.6814 NPC471310
Remote Similarity 0.6807 NPC474544
Remote Similarity 0.6807 NPC1986
Remote Similarity 0.6786 NPC469457
Remote Similarity 0.6783 NPC327481
Remote Similarity 0.6762 NPC473031
Remote Similarity 0.675 NPC118202
Remote Similarity 0.6735 NPC189371
Remote Similarity 0.6727 NPC3371
Remote Similarity 0.6726 NPC318154
Remote Similarity 0.67 NPC224544
Remote Similarity 0.6698 NPC262393
Remote Similarity 0.6698 NPC12429
Remote Similarity 0.6667 NPC259098
Remote Similarity 0.6667 NPC471315
Remote Similarity 0.6667 NPC24101
Remote Similarity 0.6667 NPC197680
Remote Similarity 0.6667 NPC471314
Remote Similarity 0.6667 NPC96224
Remote Similarity 0.6639 NPC470544
Remote Similarity 0.6633 NPC108218
Remote Similarity 0.6602 NPC73637
Remote Similarity 0.6602 NPC121478
Remote Similarity 0.6585 NPC470545
Remote Similarity 0.6581 NPC37584
Remote Similarity 0.6579 NPC329375
Remote Similarity 0.6577 NPC471320
Remote Similarity 0.6577 NPC471319
Remote Similarity 0.6574 NPC78154
Remote Similarity 0.6569 NPC184030
Remote Similarity 0.6569 NPC164449
Remote Similarity 0.656 NPC326232
Remote Similarity 0.6557 NPC317254
Remote Similarity 0.6557 NPC101139
Remote Similarity 0.6555 NPC474149
Remote Similarity 0.6538 NPC119677
Remote Similarity 0.6538 NPC146703
Remote Similarity 0.6532 NPC470546
Remote Similarity 0.6522 NPC178902
Remote Similarity 0.6515 NPC246913
Remote Similarity 0.6512 NPC477937
Remote Similarity 0.6505 NPC133050
Remote Similarity 0.65 NPC329011
Remote Similarity 0.6496 NPC231705
Remote Similarity 0.6496 NPC274089
Remote Similarity 0.6496 NPC191215
Remote Similarity 0.6491 NPC214200
Remote Similarity 0.6491 NPC228400
Remote Similarity 0.6489 NPC226662
Remote Similarity 0.6486 NPC215351
Remote Similarity 0.6486 NPC20142
Remote Similarity 0.6481 NPC199567
Remote Similarity 0.6476 NPC95429
Remote Similarity 0.6475 NPC33742
Remote Similarity 0.6471 NPC65855
Remote Similarity 0.6471 NPC292758
Remote Similarity 0.6471 NPC258056
Remote Similarity 0.646 NPC226096
Remote Similarity 0.646 NPC303611
Remote Similarity 0.646 NPC290515
Remote Similarity 0.646 NPC108606
Remote Similarity 0.646 NPC164514
Remote Similarity 0.6457 NPC109151
Remote Similarity 0.6455 NPC323164
Remote Similarity 0.6446 NPC474584
Remote Similarity 0.6434 NPC4974
Remote Similarity 0.6434 NPC325013
Remote Similarity 0.6434 NPC474926
Remote Similarity 0.6434 NPC47667
Remote Similarity 0.6434 NPC472414
Remote Similarity 0.6429 NPC208302
Remote Similarity 0.6429 NPC45777
Remote Similarity 0.6429 NPC477061
Remote Similarity 0.6423 NPC188010
Remote Similarity 0.6418 NPC184437
Remote Similarity 0.6415 NPC99482
Remote Similarity 0.6412 NPC295478
Remote Similarity 0.641 NPC476198
Remote Similarity 0.6408 NPC328178
Remote Similarity 0.6408 NPC309279
Remote Similarity 0.6406 NPC472415
Remote Similarity 0.6397 NPC166667
Remote Similarity 0.6396 NPC7067
Remote Similarity 0.6393 NPC276949
Remote Similarity 0.6393 NPC35850
Remote Similarity 0.6385 NPC278097
Remote Similarity 0.6378 NPC71684
Remote Similarity 0.6372 NPC122493
Remote Similarity 0.6372 NPC293628
Remote Similarity 0.6372 NPC10781
Remote Similarity 0.6355 NPC474211
Remote Similarity 0.6349 NPC268572
Remote Similarity 0.6349 NPC43275
Remote Similarity 0.6349 NPC283760
Remote Similarity 0.6341 NPC471318
Remote Similarity 0.6339 NPC172925
Remote Similarity 0.6336 NPC199738
Remote Similarity 0.6336 NPC210950
Remote Similarity 0.6325 NPC226778
Remote Similarity 0.6325 NPC147000
Remote Similarity 0.6325 NPC150254
Remote Similarity 0.6325 NPC304761
Remote Similarity 0.6321 NPC168855
Remote Similarity 0.6316 NPC107619
Remote Similarity 0.6306 NPC45040
Remote Similarity 0.6306 NPC128645
Remote Similarity 0.6303 NPC142297
Remote Similarity 0.63 NPC299134
Remote Similarity 0.6299 NPC160120
Remote Similarity 0.6299 NPC471308
Remote Similarity 0.6299 NPC289330
Remote Similarity 0.6299 NPC17388
Remote Similarity 0.6299 NPC53596
Remote Similarity 0.6296 NPC267237
Remote Similarity 0.6296 NPC322387
Remote Similarity 0.6293 NPC327226
Remote Similarity 0.629 NPC197470
Remote Similarity 0.629 NPC288232
Remote Similarity 0.6288 NPC71271
Remote Similarity 0.6286 NPC283012
Remote Similarity 0.6286 NPC475199
Remote Similarity 0.6283 NPC21959
Remote Similarity 0.6279 NPC35996
Remote Similarity 0.6273 NPC191444
Remote Similarity 0.627 NPC310467
Remote Similarity 0.6269 NPC42423
Remote Similarity 0.6262 NPC3210
Remote Similarity 0.6262 NPC474354
Remote Similarity 0.625 NPC284078
Remote Similarity 0.625 NPC271440
Remote Similarity 0.6241 NPC472103
Remote Similarity 0.6241 NPC325651
Remote Similarity 0.624 NPC285926
Remote Similarity 0.624 NPC315276
Remote Similarity 0.624 NPC14672
Remote Similarity 0.624 NPC2265
Remote Similarity 0.6228 NPC324569
Remote Similarity 0.6226 NPC285773
Remote Similarity 0.6226 NPC15839
Remote Similarity 0.6226 NPC477770
Remote Similarity 0.6226 NPC172984
Remote Similarity 0.6216 NPC470926
Remote Similarity 0.6207 NPC328793
Remote Similarity 0.6204 NPC93843
Remote Similarity 0.62 NPC244738
Remote Similarity 0.6195 NPC128062
Remote Similarity 0.6195 NPC151715
Remote Similarity 0.6194 NPC183722
Remote Similarity 0.619 NPC283468
Remote Similarity 0.619 NPC169328

Drug Structure

External Identifiers

TTD   DAP000130
DrugBank   DB00252
ChEMBL   CHEMBL16
IUPHAR/BPS   2624
PharmaGKB   PA450947
KEGG Drug   D00512
PubChem CID   1775
ChEBI   8107
CAS Number  57-41-0

Drug Properties

Molecular Weight  252.09
ALogP  -0.5759
MLogP  2.67
XLogP  4.854
HDA  4
HBD  2
Rotatable Bonds  4
TPSA  65.18
RO5 Violation  0