NPASS drugs

Drug Information

Drug ID:	NPD1540
Drug Name:	Phenytoin Sodium
Molecular Formula:	C15H12N2O2.Na
Canonical SMILES:	[O-]C1=NC(=NC1(c1ccccc1)c1ccccc1)O.[Na+]
Standard InCHI:	InChI=1S/C15H12N2O2.Na/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);/q;+1/p-1
Standard InCHIKey:	FJPYVLNWWICYDW-UHFFFAOYSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1540

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	99
0.1-0.2	947
0.2-0.3	5308
0.3-0.4	11446
0.4-0.5	10340
0.5-0.6	2452
0.6-0.7	269
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	0.78	NPC316108
Intermediate Similarity	0.78	NPC172128
Intermediate Similarity	0.7723	NPC226438
Intermediate Similarity	0.7692	NPC311242
Intermediate Similarity	0.7565	NPC147957
Intermediate Similarity	0.7544	NPC470550
Intermediate Similarity	0.7525	NPC470877
Intermediate Similarity	0.75	NPC161972
Intermediate Similarity	0.75	NPC303045
Intermediate Similarity	0.75	NPC178681
Intermediate Similarity	0.7451	NPC78041
Intermediate Similarity	0.7451	NPC159178
Intermediate Similarity	0.7451	NPC74936
Intermediate Similarity	0.7451	NPC209764
Intermediate Similarity	0.7451	NPC471307
Intermediate Similarity	0.7451	NPC141139
Intermediate Similarity	0.7451	NPC121872
Intermediate Similarity	0.7364	NPC211551
Intermediate Similarity	0.7264	NPC25565
Intermediate Similarity	0.7241	NPC205652
Intermediate Similarity	0.7238	NPC471309
Intermediate Similarity	0.7196	NPC473501
Intermediate Similarity	0.7196	NPC475439
Intermediate Similarity	0.7196	NPC33168
Intermediate Similarity	0.7157	NPC471638
Intermediate Similarity	0.7143	NPC192623
Intermediate Similarity	0.7115	NPC258627
Intermediate Similarity	0.7009	NPC108339
Intermediate Similarity	0.7009	NPC58674
Remote Similarity	0.6923	NPC325441
Remote Similarity	0.6897	NPC319579
Remote Similarity	0.6893	NPC203076
Remote Similarity	0.6875	NPC471317
Remote Similarity	0.687	NPC153690
Remote Similarity	0.6833	NPC82963
Remote Similarity	0.6829	NPC273830
Remote Similarity	0.6827	NPC473031
Remote Similarity	0.6827	NPC198747
Remote Similarity	0.6822	NPC265521
Remote Similarity	0.6814	NPC194390
Remote Similarity	0.6814	NPC224610
Remote Similarity	0.6814	NPC113326
Remote Similarity	0.6814	NPC88267
Remote Similarity	0.68	NPC317758
Remote Similarity	0.6777	NPC311737
Remote Similarity	0.6777	NPC38458
Remote Similarity	0.6762	NPC262393
Remote Similarity	0.6759	NPC476483
Remote Similarity	0.6757	NPC12730
Remote Similarity	0.6729	NPC245259
Remote Similarity	0.6726	NPC471310
Remote Similarity	0.6726	NPC164859
Remote Similarity	0.6726	NPC202613
Remote Similarity	0.6723	NPC474544
Remote Similarity	0.6723	NPC1986
Remote Similarity	0.6696	NPC469457
Remote Similarity	0.6696	NPC327481
Remote Similarity	0.6667	NPC118202
Remote Similarity	0.6637	NPC318154
Remote Similarity	0.6637	NPC329375
Remote Similarity	0.6636	NPC471320
Remote Similarity	0.6636	NPC3371
Remote Similarity	0.6636	NPC471319
Remote Similarity	0.6636	NPC78154
Remote Similarity	0.6633	NPC189371
Remote Similarity	0.6604	NPC12429
Remote Similarity	0.6602	NPC119677
Remote Similarity	0.66	NPC224544
Remote Similarity	0.6589	NPC259098
Remote Similarity	0.6589	NPC197680
Remote Similarity	0.6587	NPC471315
Remote Similarity	0.6587	NPC471314
Remote Similarity	0.6581	NPC24101
Remote Similarity	0.6581	NPC96224
Remote Similarity	0.6557	NPC470544
Remote Similarity	0.6538	NPC95429
Remote Similarity	0.6531	NPC108218
Remote Similarity	0.6505	NPC73637
Remote Similarity	0.6505	NPC121478
Remote Similarity	0.6504	NPC470545
Remote Similarity	0.6496	NPC37584
Remote Similarity	0.648	NPC326232
Remote Similarity	0.6475	NPC317254
Remote Similarity	0.6475	NPC101139
Remote Similarity	0.6471	NPC474149
Remote Similarity	0.6471	NPC309279
Remote Similarity	0.6471	NPC184030
Remote Similarity	0.6471	NPC328178
Remote Similarity	0.6471	NPC164449
Remote Similarity	0.6466	NPC476198
Remote Similarity	0.6455	NPC7067
Remote Similarity	0.6452	NPC470546
Remote Similarity	0.6442	NPC146703
Remote Similarity	0.6439	NPC246913
Remote Similarity	0.6435	NPC178902
Remote Similarity	0.6434	NPC477937
Remote Similarity	0.6417	NPC329011
Remote Similarity	0.6412	NPC226662
Remote Similarity	0.641	NPC274089
Remote Similarity	0.641	NPC191215
Remote Similarity	0.641	NPC231705
Remote Similarity	0.6408	NPC133050
Remote Similarity	0.6404	NPC214200
Remote Similarity	0.6404	NPC228400
Remote Similarity	0.6396	NPC215351
Remote Similarity	0.6396	NPC20142
Remote Similarity	0.6393	NPC33742
Remote Similarity	0.6389	NPC199567
Remote Similarity	0.6387	NPC65855
Remote Similarity	0.6387	NPC258056
Remote Similarity	0.6387	NPC292758
Remote Similarity	0.6378	NPC109151
Remote Similarity	0.6372	NPC164514
Remote Similarity	0.6372	NPC108606
Remote Similarity	0.6372	NPC303611
Remote Similarity	0.6372	NPC226096
Remote Similarity	0.6372	NPC290515
Remote Similarity	0.6364	NPC323164
Remote Similarity	0.6364	NPC474584
Remote Similarity	0.6364	NPC299134
Remote Similarity	0.6357	NPC474926
Remote Similarity	0.6357	NPC325013
Remote Similarity	0.6357	NPC4974
Remote Similarity	0.6357	NPC47667
Remote Similarity	0.6357	NPC472414
Remote Similarity	0.6349	NPC45777
Remote Similarity	0.6349	NPC477061
Remote Similarity	0.6343	NPC184437
Remote Similarity	0.6341	NPC288232
Remote Similarity	0.6341	NPC188010
Remote Similarity	0.6336	NPC295478
Remote Similarity	0.633	NPC191444
Remote Similarity	0.6328	NPC472415
Remote Similarity	0.6327	NPC208302
Remote Similarity	0.6324	NPC166667
Remote Similarity	0.6321	NPC3210
Remote Similarity	0.6321	NPC99482
Remote Similarity	0.6311	NPC35850
Remote Similarity	0.6311	NPC276949
Remote Similarity	0.6308	NPC278097
Remote Similarity	0.6299	NPC71684
Remote Similarity	0.6283	NPC293628
Remote Similarity	0.6283	NPC122493
Remote Similarity	0.6283	NPC10781
Remote Similarity	0.6273	NPC470926
Remote Similarity	0.627	NPC283760
Remote Similarity	0.627	NPC43275
Remote Similarity	0.627	NPC268572
Remote Similarity	0.6263	NPC244738
Remote Similarity	0.6262	NPC474211
Remote Similarity	0.626	NPC199738
Remote Similarity	0.626	NPC471318
Remote Similarity	0.626	NPC210950
Remote Similarity	0.625	NPC172925
Remote Similarity	0.6239	NPC469974
Remote Similarity	0.6239	NPC150254
Remote Similarity	0.6239	NPC304761
Remote Similarity	0.6239	NPC176858
Remote Similarity	0.6239	NPC226778
Remote Similarity	0.6239	NPC147000
Remote Similarity	0.6228	NPC107619
Remote Similarity	0.6226	NPC169016
Remote Similarity	0.6226	NPC168855
Remote Similarity	0.6222	NPC267237
Remote Similarity	0.622	NPC289330
Remote Similarity	0.622	NPC160120
Remote Similarity	0.622	NPC17388
Remote Similarity	0.622	NPC471308
Remote Similarity	0.622	NPC53596
Remote Similarity	0.622	NPC317564
Remote Similarity	0.6218	NPC142297
Remote Similarity	0.6216	NPC45040
Remote Similarity	0.6216	NPC128645
Remote Similarity	0.6212	NPC71271
Remote Similarity	0.621	NPC197470
Remote Similarity	0.6207	NPC327226
Remote Similarity	0.6204	NPC322387
Remote Similarity	0.6202	NPC35996
Remote Similarity	0.6195	NPC21959
Remote Similarity	0.6194	NPC42423
Remote Similarity	0.619	NPC14326
Remote Similarity	0.619	NPC475199
Remote Similarity	0.619	NPC283012
Remote Similarity	0.619	NPC310467
Remote Similarity	0.6179	NPC187036
Remote Similarity	0.6176	NPC98269
Remote Similarity	0.6176	NPC325662
Remote Similarity	0.6172	NPC284078
Remote Similarity	0.617	NPC472103
Remote Similarity	0.6168	NPC474354
Remote Similarity	0.6165	NPC325651
Remote Similarity	0.6161	NPC322040
Remote Similarity	0.6161	NPC271440
Remote Similarity	0.616	NPC14672
Remote Similarity	0.616	NPC2265
Remote Similarity	0.616	NPC285926
Remote Similarity	0.616	NPC315276
Remote Similarity	0.614	NPC324569
Remote Similarity	0.6139	NPC98976
Remote Similarity	0.6132	NPC104070

Drug Structure

NPD1540 OpenBabel08211701082D 21 22 0 0 0 0 0 0 0 0999 V2000 6.9331 -0.9783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1047 -4.3261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9331 -1.9348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1047 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1047 -3.3696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2763 -4.8043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1047 -2.4130 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2763 -0.9783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2763 -2.8913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4480 -4.3261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2763 -1.9348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4480 -3.3696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0574 -3.6651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1477 -2.4130 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6196 -2.8913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1477 -3.3696 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0574 -2.1175 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3530 -4.5749 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 1.3738 -1.8508 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3740 0.8205 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 0.5000 -2.2399 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 19 21 1 0 0 0 0 M CHG 2 18 -1 20 1 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	251.08
ALogP	-1.2537
MLogP	2.67
XLogP	4.854
HDA	4
HBD	1
Rotatable Bonds	4
TPSA	68.01
RO5 Violation	0