NPASS drugs

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.

Range	Similarity Score Range
0-0.1	98
0.1-0.2	912
0.2-0.3	4806
0.3-0.4	11306
0.4-0.5	10818
0.5-0.6	2623
0.6-0.7	298
0.7-0.8	29
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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

NPD1542 OpenBabel08211701082D 21 23 0 0 0 0 0 0 0 0999 V2000 3.8831 1.1414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0531 -2.2128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8831 0.1830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0531 1.6205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0531 -1.2545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2232 -2.6920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0531 -0.2961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2232 1.1414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2232 -0.7753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3932 -2.2128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2232 0.1830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3932 -1.2545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.5506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9114 -0.2961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5633 -0.7753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9114 -1.2545 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.2961 -2.4620 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6867 0.2672 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3451 -3.1742 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5622 -0.1226 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 2 0 0 0 0 8 11 1 0 0 0 0 9 12 2 0 0 0 0 10 12 1 0 0 0 0 11 15 1 0 0 0 0 12 15 1 0 0 0 0 13 15 1 0 0 0 0 13 16 2 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 17 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

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