NPASS drugs

Drug Information

Drug ID:	NPD4434
Drug Name:	Nafcillin Sodium
Molecular Formula:	C21H22N2O5S.Na
Canonical SMILES:	CCOc1ccc2c(c1C(=N[C@@H]1C(=O)N3[C@@H]1SC([C@@H]3C(=O)O)(C)C)[O-])cccc2.[Na+]
Standard InCHI:	InChI=1S/C21H22N2O5S.Na/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23;/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27);/q;+1/p-1/t15-,16+,19-;/m1./s1
Standard InCHIKey:	AYAPZOUDXCDGIF-FRFVDRIFSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4434

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	164
0.1-0.2	1010
0.2-0.3	3420
0.3-0.4	9478
0.4-0.5	3958
0.5-0.6	11717
0.6-0.7	1127
0.7-0.8	16
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	0.7566	NPC329731
Intermediate Similarity	0.7566	NPC4910
Intermediate Similarity	0.7363	NPC254700
Intermediate Similarity	0.7358	NPC477526
Intermediate Similarity	0.7333	NPC59827
Intermediate Similarity	0.7333	NPC184933
Intermediate Similarity	0.7313	NPC246303
Intermediate Similarity	0.7308	NPC472923
Intermediate Similarity	0.7257	NPC189908
Intermediate Similarity	0.7222	NPC477527
Intermediate Similarity	0.7102	NPC128237
Intermediate Similarity	0.7102	NPC83790
Intermediate Similarity	0.7097	NPC315388
Intermediate Similarity	0.7037	NPC164608
Intermediate Similarity	0.7016	NPC475421
Intermediate Similarity	0.7005	NPC469505
Remote Similarity	0.6995	NPC319320
Remote Similarity	0.6995	NPC287757
Remote Similarity	0.6983	NPC324081
Remote Similarity	0.6952	NPC473502
Remote Similarity	0.6923	NPC315542
Remote Similarity	0.6915	NPC186617
Remote Similarity	0.6907	NPC470903
Remote Similarity	0.6907	NPC167763
Remote Similarity	0.6907	NPC470112
Remote Similarity	0.6891	NPC32064
Remote Similarity	0.6878	NPC473693
Remote Similarity	0.6878	NPC471568
Remote Similarity	0.6875	NPC468984
Remote Similarity	0.6872	NPC9373
Remote Similarity	0.6869	NPC174122
Remote Similarity	0.6869	NPC64140
Remote Similarity	0.6837	NPC299806
Remote Similarity	0.6818	NPC234069
Remote Similarity	0.6816	NPC471563
Remote Similarity	0.6809	NPC469479
Remote Similarity	0.6802	NPC276120
Remote Similarity	0.6789	NPC196091
Remote Similarity	0.6784	NPC29531
Remote Similarity	0.6771	NPC26108
Remote Similarity	0.6763	NPC470392
Remote Similarity	0.676	NPC81026
Remote Similarity	0.6751	NPC138083
Remote Similarity	0.675	NPC473407
Remote Similarity	0.675	NPC473378
Remote Similarity	0.6746	NPC478005
Remote Similarity	0.6728	NPC478008
Remote Similarity	0.6719	NPC137627
Remote Similarity	0.6704	NPC266741
Remote Similarity	0.67	NPC149962
Remote Similarity	0.6686	NPC283079
Remote Similarity	0.6685	NPC212850
Remote Similarity	0.6685	NPC189724
Remote Similarity	0.6685	NPC83289
Remote Similarity	0.6685	NPC313414
Remote Similarity	0.6684	NPC476227
Remote Similarity	0.6684	NPC158277
Remote Similarity	0.6667	NPC318591
Remote Similarity	0.6667	NPC231163
Remote Similarity	0.6667	NPC207675
Remote Similarity	0.6667	NPC144314
Remote Similarity	0.6667	NPC63931
Remote Similarity	0.6667	NPC212699
Remote Similarity	0.6648	NPC132771
Remote Similarity	0.6636	NPC478007
Remote Similarity	0.6634	NPC50548
Remote Similarity	0.6632	NPC313375
Remote Similarity	0.6632	NPC314725
Remote Similarity	0.663	NPC16188
Remote Similarity	0.6629	NPC476989
Remote Similarity	0.6617	NPC283207
Remote Similarity	0.6615	NPC40234
Remote Similarity	0.6615	NPC475204
Remote Similarity	0.6615	NPC475123
Remote Similarity	0.6612	NPC473491
Remote Similarity	0.661	NPC307682
Remote Similarity	0.6602	NPC123859
Remote Similarity	0.6598	NPC471165
Remote Similarity	0.6597	NPC107938
Remote Similarity	0.6597	NPC294516
Remote Similarity	0.6595	NPC39431
Remote Similarity	0.658	NPC89831
Remote Similarity	0.6576	NPC233702
Remote Similarity	0.657	NPC242728
Remote Similarity	0.6566	NPC220961
Remote Similarity	0.6557	NPC13470
Remote Similarity	0.6554	NPC138365
Remote Similarity	0.6548	NPC153554
Remote Similarity	0.6546	NPC474881
Remote Similarity	0.6542	NPC251036
Remote Similarity	0.6541	NPC262166
Remote Similarity	0.6538	NPC247298
Remote Similarity	0.6535	NPC237579
Remote Similarity	0.6519	NPC472523
Remote Similarity	0.6513	NPC279871
Remote Similarity	0.6513	NPC473354
Remote Similarity	0.6497	NPC29650
Remote Similarity	0.6495	NPC230611
Remote Similarity	0.6489	NPC56635
Remote Similarity	0.6482	NPC99723
Remote Similarity	0.6479	NPC14877
Remote Similarity	0.6479	NPC475350
Remote Similarity	0.6479	NPC145178
Remote Similarity	0.6477	NPC274732
Remote Similarity	0.6477	NPC471953
Remote Similarity	0.6474	NPC195766
Remote Similarity	0.6474	NPC206736
Remote Similarity	0.6471	NPC472358
Remote Similarity	0.6471	NPC476268
Remote Similarity	0.6467	NPC245974
Remote Similarity	0.6464	NPC204546
Remote Similarity	0.6462	NPC306804
Remote Similarity	0.6462	NPC248670
Remote Similarity	0.6462	NPC273755
Remote Similarity	0.6458	NPC61004
Remote Similarity	0.6452	NPC202198
Remote Similarity	0.644	NPC22014
Remote Similarity	0.6432	NPC476321
Remote Similarity	0.6429	NPC473402
Remote Similarity	0.6429	NPC317362
Remote Similarity	0.6429	NPC159767
Remote Similarity	0.6429	NPC318930
Remote Similarity	0.6429	NPC155506
Remote Similarity	0.6425	NPC302597
Remote Similarity	0.6425	NPC233650
Remote Similarity	0.6425	NPC313694
Remote Similarity	0.6425	NPC242159
Remote Similarity	0.6422	NPC470642
Remote Similarity	0.6422	NPC248822
Remote Similarity	0.6421	NPC475544
Remote Similarity	0.642	NPC249425
Remote Similarity	0.6417	NPC276665
Remote Similarity	0.6417	NPC265473
Remote Similarity	0.6414	NPC269750
Remote Similarity	0.6414	NPC194671
Remote Similarity	0.6413	NPC105717
Remote Similarity	0.6411	NPC476661
Remote Similarity	0.6409	NPC477838
Remote Similarity	0.6409	NPC477837
Remote Similarity	0.6404	NPC475919
Remote Similarity	0.6404	NPC474661
Remote Similarity	0.6402	NPC326349
Remote Similarity	0.6402	NPC323336
Remote Similarity	0.64	NPC471526
Remote Similarity	0.64	NPC314213
Remote Similarity	0.6396	NPC50016
Remote Similarity	0.6393	NPC131971
Remote Similarity	0.6392	NPC134858
Remote Similarity	0.6389	NPC115861
Remote Similarity	0.6383	NPC256689
Remote Similarity	0.6383	NPC123011
Remote Similarity	0.6382	NPC241704
Remote Similarity	0.6382	NPC283999
Remote Similarity	0.6381	NPC476662
Remote Similarity	0.6378	NPC241055
Remote Similarity	0.6368	NPC294951
Remote Similarity	0.6368	NPC244336
Remote Similarity	0.6368	NPC471049
Remote Similarity	0.6368	NPC471050
Remote Similarity	0.6368	NPC315913
Remote Similarity	0.6368	NPC150670
Remote Similarity	0.6368	NPC471048
Remote Similarity	0.6364	NPC475976
Remote Similarity	0.6364	NPC142863
Remote Similarity	0.6364	NPC236166
Remote Similarity	0.6359	NPC474858
Remote Similarity	0.6359	NPC90984
Remote Similarity	0.6359	NPC329717
Remote Similarity	0.6359	NPC46009
Remote Similarity	0.6358	NPC111088
Remote Similarity	0.6354	NPC221864
Remote Similarity	0.635	NPC329816
Remote Similarity	0.635	NPC477637
Remote Similarity	0.6349	NPC26601
Remote Similarity	0.6345	NPC326407
Remote Similarity	0.6345	NPC317725
Remote Similarity	0.6339	NPC106183
Remote Similarity	0.6337	NPC102760
Remote Similarity	0.6335	NPC133817
Remote Similarity	0.6335	NPC476443
Remote Similarity	0.6335	NPC469243
Remote Similarity	0.6333	NPC106606
Remote Similarity	0.6332	NPC45037
Remote Similarity	0.633	NPC316297
Remote Similarity	0.633	NPC314817
Remote Similarity	0.633	NPC66191
Remote Similarity	0.6329	NPC477638
Remote Similarity	0.6329	NPC477632
Remote Similarity	0.6328	NPC475102
Remote Similarity	0.6328	NPC257390
Remote Similarity	0.6327	NPC210140
Remote Similarity	0.6327	NPC150879
Remote Similarity	0.6326	NPC293347
Remote Similarity	0.6324	NPC36732
Remote Similarity	0.6321	NPC119649
Remote Similarity	0.6321	NPC235143
Remote Similarity	0.6321	NPC205255
Remote Similarity	0.6321	NPC271388
Remote Similarity	0.6321	NPC230956
Remote Similarity	0.6319	NPC161069

Drug Structure

NPD4434 OpenBabel08211705262D 31 33 0 0 1 0 0 0 0 0999 V2000 3.4339 -7.5098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5032 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5032 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3998 -7.2509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7811 -4.2838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0740 -3.5767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5223 -5.2497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1081 -3.8355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2976 -6.4745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3316 -6.7333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5564 -5.5085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8493 -4.8014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6245 -6.0262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8834 -5.0603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5032 -3.9049 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.1942 -1.9538 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1763 -4.3532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5032 -3.9049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5032 -2.9049 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2431 -1.6448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0032 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2103 -4.6120 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5032 -2.9049 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4351 -3.3872 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 1.7961 -4.6120 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0352 -0.6666 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.3139 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6586 -6.2850 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8122 -1.9538 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.3369 0.0752 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 0.7079 -3.2921 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 28 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 11 2 0 0 0 0 8 12 2 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 10 13 1 0 0 0 0 11 12 1 0 0 0 0 12 14 1 0 0 0 0 13 14 2 0 0 0 0 13 28 1 0 0 0 0 14 17 1 0 0 0 0 15 18 1 0 0 0 0 15 19 1 0 0 0 0 15 22 1 6 0 0 0 16 20 1 1 0 0 0 16 21 1 0 0 0 0 16 23 1 0 0 0 0 17 22 2 3 0 0 0 17 24 1 0 0 0 0 18 23 1 0 0 0 0 18 25 2 0 0 0 0 19 23 1 0 0 0 0 19 29 1 6 0 0 0 20 26 2 0 0 0 0 20 27 1 0 0 0 0 21 29 1 0 0 0 0 27 31 1 0 0 0 0 M CHG 2 24 -1 30 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	413.12
ALogP	-0.4327
MLogP	2.89
XLogP	3.893
HDA	6
HBD	1
Rotatable Bonds	10
TPSA	127.56
RO5 Violation	0