NPASS drugs

Drug Information

Drug ID:	NPD1947
Drug Name:	Fosphenytoin Sodium
Molecular Formula:	C16H15N2O6P.2Na
Canonical SMILES:	O=C1N(COP(=O)(O)[O-])C(=NC1(c1ccccc1)c1ccccc1)[O-].[Na+].[Na+]
Standard InCHI:	InChI=1S/C16H15N2O6P.2Na/c19-14-16(12-7-3-1-4-8-12,13-9-5-2-6-10-13)17-15(20)18(14)11-24-25(21,22)23;;/h1-10H,11H2,(H,17,20)(H2,21,22,23);;/q;2*+1/p-2
Standard InCHIKey:	GQPXYJNXTAFDLT-UHFFFAOYSA-L
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1947

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	101
0.1-0.2	1273
0.2-0.3	6948
0.3-0.4	13828
0.4-0.5	7615
0.5-0.6	1045
0.6-0.7	79
0.7-0.8	1
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	0.7073	NPC473418
Remote Similarity	0.6767	NPC220698
Remote Similarity	0.6746	NPC45033
Remote Similarity	0.6692	NPC470545
Remote Similarity	0.6642	NPC470546
Remote Similarity	0.6621	NPC132636
Remote Similarity	0.6617	NPC470544
Remote Similarity	0.6617	NPC315276
Remote Similarity	0.6617	NPC285926
Remote Similarity	0.6617	NPC14672
Remote Similarity	0.6544	NPC27833
Remote Similarity	0.6544	NPC200964
Remote Similarity	0.6529	NPC71140
Remote Similarity	0.6525	NPC473322
Remote Similarity	0.6503	NPC194857
Remote Similarity	0.6503	NPC32858
Remote Similarity	0.6479	NPC200589
Remote Similarity	0.6475	NPC108339
Remote Similarity	0.6475	NPC256452
Remote Similarity	0.6434	NPC55529
Remote Similarity	0.6434	NPC255447
Remote Similarity	0.6429	NPC329375
Remote Similarity	0.6408	NPC111428
Remote Similarity	0.6403	NPC175726
Remote Similarity	0.6403	NPC474082
Remote Similarity	0.6383	NPC477937
Remote Similarity	0.6377	NPC71684
Remote Similarity	0.637	NPC300299
Remote Similarity	0.6343	NPC33742
Remote Similarity	0.6328	NPC469974
Remote Similarity	0.6312	NPC79698
Remote Similarity	0.6312	NPC101719
Remote Similarity	0.6304	NPC302169
Remote Similarity	0.629	NPC471319
Remote Similarity	0.629	NPC471320
Remote Similarity	0.6286	NPC6975
Remote Similarity	0.6279	NPC167336
Remote Similarity	0.6279	NPC476198
Remote Similarity	0.6276	NPC207428
Remote Similarity	0.6269	NPC35850
Remote Similarity	0.6269	NPC276949
Remote Similarity	0.6267	NPC161069
Remote Similarity	0.625	NPC239357
Remote Similarity	0.6241	NPC222466
Remote Similarity	0.6231	NPC471447
Remote Similarity	0.6231	NPC473498
Remote Similarity	0.62	NPC207554
Remote Similarity	0.6176	NPC473573
Remote Similarity	0.6165	NPC319579
Remote Similarity	0.6164	NPC325479
Remote Similarity	0.6164	NPC473962
Remote Similarity	0.6143	NPC202521
Remote Similarity	0.6129	NPC7067
Remote Similarity	0.6124	NPC471317
Remote Similarity	0.6115	NPC226143
Remote Similarity	0.6111	NPC472258
Remote Similarity	0.6104	NPC138775
Remote Similarity	0.6096	NPC126458
Remote Similarity	0.6096	NPC120251
Remote Similarity	0.6081	NPC248283
Remote Similarity	0.6078	NPC209509
Remote Similarity	0.6071	NPC476990
Remote Similarity	0.6065	NPC324445
Remote Similarity	0.6063	NPC322598
Remote Similarity	0.6058	NPC288232
Remote Similarity	0.6054	NPC257390
Remote Similarity	0.6042	NPC136453
Remote Similarity	0.604	NPC473360
Remote Similarity	0.6039	NPC314114
Remote Similarity	0.6039	NPC262077
Remote Similarity	0.6027	NPC179224
Remote Similarity	0.6026	NPC83214
Remote Similarity	0.6016	NPC12730
Remote Similarity	0.6	NPC239990
Remote Similarity	0.6	NPC164859
Remote Similarity	0.6	NPC105114
Remote Similarity	0.6	NPC152850
Remote Similarity	0.6	NPC89923
Remote Similarity	0.6	NPC322040
Remote Similarity	0.6	NPC71933
Remote Similarity	0.5987	NPC269398
Remote Similarity	0.5987	NPC263493
Remote Similarity	0.5986	NPC130309
Remote Similarity	0.5986	NPC252878
Remote Similarity	0.5968	NPC470926
Remote Similarity	0.596	NPC470884
Remote Similarity	0.596	NPC178662
Remote Similarity	0.596	NPC98424
Remote Similarity	0.596	NPC476133
Remote Similarity	0.596	NPC92784
Remote Similarity	0.5959	NPC313722
Remote Similarity	0.5959	NPC469666
Remote Similarity	0.5944	NPC46427
Remote Similarity	0.5942	NPC188010
Remote Similarity	0.5926	NPC104345
Remote Similarity	0.5921	NPC469560
Remote Similarity	0.5912	NPC66936
Remote Similarity	0.5912	NPC122590
Remote Similarity	0.5909	NPC476978
Remote Similarity	0.5909	NPC143516
Remote Similarity	0.5903	NPC22746
Remote Similarity	0.5902	NPC305602
Remote Similarity	0.5902	NPC17497
Remote Similarity	0.5897	NPC16188
Remote Similarity	0.5897	NPC272260
Remote Similarity	0.5894	NPC127741
Remote Similarity	0.589	NPC154478
Remote Similarity	0.589	NPC319766
Remote Similarity	0.589	NPC469243
Remote Similarity	0.5882	NPC181390
Remote Similarity	0.5878	NPC202613
Remote Similarity	0.5878	NPC157311
Remote Similarity	0.5876	NPC471195
Remote Similarity	0.5876	NPC471196
Remote Similarity	0.5871	NPC5620
Remote Similarity	0.5871	NPC471680
Remote Similarity	0.5867	NPC474473
Remote Similarity	0.5865	NPC130898
Remote Similarity	0.5865	NPC474973
Remote Similarity	0.5865	NPC274089
Remote Similarity	0.5865	NPC474804
Remote Similarity	0.5865	NPC191215
Remote Similarity	0.5864	NPC324850
Remote Similarity	0.5864	NPC84317
Remote Similarity	0.5862	NPC9796
Remote Similarity	0.5862	NPC474926
Remote Similarity	0.586	NPC105717
Remote Similarity	0.5855	NPC89489
Remote Similarity	0.5852	NPC158854
Remote Similarity	0.585	NPC150863
Remote Similarity	0.585	NPC165726
Remote Similarity	0.585	NPC213969
Remote Similarity	0.5844	NPC470301
Remote Similarity	0.5844	NPC471164
Remote Similarity	0.5844	NPC471574
Remote Similarity	0.5844	NPC139326
Remote Similarity	0.5844	NPC2823
Remote Similarity	0.5839	NPC295021
Remote Similarity	0.5839	NPC44805
Remote Similarity	0.5839	NPC246913
Remote Similarity	0.5839	NPC474584
Remote Similarity	0.5839	NPC8761
Remote Similarity	0.5833	NPC35996
Remote Similarity	0.5833	NPC119677
Remote Similarity	0.5828	NPC79465
Remote Similarity	0.5828	NPC273907
Remote Similarity	0.5828	NPC90194
Remote Similarity	0.5828	NPC76785
Remote Similarity	0.5828	NPC474787
Remote Similarity	0.5828	NPC151706
Remote Similarity	0.5828	NPC474811
Remote Similarity	0.5828	NPC475318
Remote Similarity	0.5828	NPC49577
Remote Similarity	0.5828	NPC476102
Remote Similarity	0.5828	NPC475598
Remote Similarity	0.5828	NPC293377
Remote Similarity	0.5828	NPC118099
Remote Similarity	0.5828	NPC474855
Remote Similarity	0.5828	NPC314835
Remote Similarity	0.5828	NPC9687
Remote Similarity	0.5828	NPC260045
Remote Similarity	0.5823	NPC283783
Remote Similarity	0.5823	NPC254798
Remote Similarity	0.582	NPC203076
Remote Similarity	0.5817	NPC268841
Remote Similarity	0.5817	NPC46098
Remote Similarity	0.5817	NPC307357
Remote Similarity	0.5816	NPC310467
Remote Similarity	0.5811	NPC300315
Remote Similarity	0.5806	NPC52748
Remote Similarity	0.5804	NPC257490
Remote Similarity	0.5804	NPC314192
Remote Similarity	0.58	NPC287401
Remote Similarity	0.5796	NPC311658
Remote Similarity	0.5794	NPC473661
Remote Similarity	0.5793	NPC475544
Remote Similarity	0.5789	NPC67043
Remote Similarity	0.5789	NPC471265
Remote Similarity	0.5789	NPC471264
Remote Similarity	0.5783	NPC223207
Remote Similarity	0.5783	NPC113056
Remote Similarity	0.5783	NPC138293
Remote Similarity	0.5779	NPC315051
Remote Similarity	0.5779	NPC150712
Remote Similarity	0.5778	NPC473676
Remote Similarity	0.5776	NPC473002
Remote Similarity	0.5772	NPC473031
Remote Similarity	0.5772	NPC183722
Remote Similarity	0.5766	NPC329011
Remote Similarity	0.5764	NPC213126
Remote Similarity	0.5764	NPC84281
Remote Similarity	0.5764	NPC169485
Remote Similarity	0.5764	NPC317474
Remote Similarity	0.5764	NPC291027
Remote Similarity	0.5762	NPC141050
Remote Similarity	0.5762	NPC266425
Remote Similarity	0.576	NPC316108
Remote Similarity	0.5759	NPC9373
Remote Similarity	0.5755	NPC246904
Remote Similarity	0.5753	NPC4974

Drug Structure

NPD1947 OpenBabel08211701392D 28 28 0 0 0 0 0 0 0 0999 V2000 9.6888 -3.1881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0260 -5.4306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1212 -3.9693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2960 -2.3061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5935 -4.6495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0658 -5.3296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1610 -3.8683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3358 -2.2052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2008 -3.7674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6730 -4.4476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3966 -2.3017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7683 -2.9863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2406 -3.6665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9296 -3.0828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9296 -1.5206 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8478 -2.7844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8478 -1.8189 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3621 -2.3017 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.6312 -4.0011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6312 -0.6023 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 1.9483 -2.4310 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 0.9828 -1.4655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9483 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9138 -1.4655 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9483 -1.4655 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 2.5958 -0.2781 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 0.5000 -6.4306 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 0.5000 -0.6294 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 12 2 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 10 13 1 0 0 0 0 11 18 1 0 0 0 0 11 24 1 0 0 0 0 12 16 1 0 0 0 0 13 16 1 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 14 19 2 0 0 0 0 15 17 2 0 0 0 0 15 18 1 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 21 25 1 0 0 0 0 22 25 1 0 0 0 0 22 28 1 0 0 0 0 23 25 2 0 0 0 0 24 25 1 0 0 0 0 M CHG 4 20 -1 21 -1 26 1 27 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	360.05
ALogP	-2.2291
MLogP	2.23
XLogP	3.213
HDA	8
HBD	1
Rotatable Bonds	8
TPSA	135.13
RO5 Violation	0