NPASS drugs

Drug Information

Drug ID:	NPD4435
Drug Name:	Nafcillin
Molecular Formula:	C21H22N2O5S
Canonical SMILES:	CCOc1ccc2c(c1C(=N[C@@H]1C(=O)N3[C@@H]1SC([C@@H]3C(=O)O)(C)C)O)cccc2
Standard InCHI:	InChI=1S/C21H22N2O5S/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)/t15-,16+,19-/m1/s1
Standard InCHIKey:	GPXLMGHLHQJAGZ-JTDSTZFVSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4435

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	165
0.1-0.2	1025
0.2-0.3	3422
0.3-0.4	9447
0.4-0.5	3875
0.5-0.6	11654
0.6-0.7	1288
0.7-0.8	14
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	0.7619	NPC329731
Intermediate Similarity	0.7526	NPC4910
Intermediate Similarity	0.7409	NPC477526
Intermediate Similarity	0.7385	NPC59827
Intermediate Similarity	0.7385	NPC184933
Intermediate Similarity	0.7363	NPC246303
Intermediate Similarity	0.7322	NPC254700
Intermediate Similarity	0.7273	NPC477527
Intermediate Similarity	0.7268	NPC472923
Intermediate Similarity	0.7216	NPC189908
Intermediate Similarity	0.7159	NPC83790
Intermediate Similarity	0.7159	NPC128237
Intermediate Similarity	0.7151	NPC315388
Intermediate Similarity	0.7	NPC164608
Remote Similarity	0.6979	NPC475421
Remote Similarity	0.6974	NPC315542
Remote Similarity	0.6968	NPC469505
Remote Similarity	0.6957	NPC319320
Remote Similarity	0.6957	NPC287757
Remote Similarity	0.6944	NPC324081
Remote Similarity	0.6943	NPC32064
Remote Similarity	0.6927	NPC9373
Remote Similarity	0.6919	NPC64140
Remote Similarity	0.6919	NPC174122
Remote Similarity	0.6915	NPC473502
Remote Similarity	0.6878	NPC186617
Remote Similarity	0.6872	NPC470112
Remote Similarity	0.6872	NPC167763
Remote Similarity	0.6872	NPC470903
Remote Similarity	0.6869	NPC234069
Remote Similarity	0.6866	NPC471563
Remote Similarity	0.6853	NPC276120
Remote Similarity	0.6842	NPC471568
Remote Similarity	0.6842	NPC473693
Remote Similarity	0.6836	NPC468984
Remote Similarity	0.6834	NPC29531
Remote Similarity	0.6823	NPC26108
Remote Similarity	0.6816	NPC81026
Remote Similarity	0.6802	NPC138083
Remote Similarity	0.6802	NPC299806
Remote Similarity	0.68	NPC473407
Remote Similarity	0.68	NPC473378
Remote Similarity	0.6794	NPC478005
Remote Similarity	0.6774	NPC478008
Remote Similarity	0.6772	NPC469479
Remote Similarity	0.6771	NPC137627
Remote Similarity	0.676	NPC266741
Remote Similarity	0.6754	NPC196091
Remote Similarity	0.674	NPC313414
Remote Similarity	0.6736	NPC476227
Remote Similarity	0.6736	NPC158277
Remote Similarity	0.6724	NPC470392
Remote Similarity	0.672	NPC63931
Remote Similarity	0.672	NPC212699
Remote Similarity	0.672	NPC207675
Remote Similarity	0.6716	NPC144314
Remote Similarity	0.6703	NPC132771
Remote Similarity	0.6685	NPC476989
Remote Similarity	0.6685	NPC16188
Remote Similarity	0.6683	NPC50548
Remote Similarity	0.6682	NPC478007
Remote Similarity	0.6667	NPC473491
Remote Similarity	0.6667	NPC149962
Remote Similarity	0.6667	NPC283207
Remote Similarity	0.6667	NPC40234
Remote Similarity	0.6667	NPC475123
Remote Similarity	0.6667	NPC475204
Remote Similarity	0.6649	NPC39431
Remote Similarity	0.6649	NPC294516
Remote Similarity	0.6649	NPC107938
Remote Similarity	0.6649	NPC471165
Remote Similarity	0.6648	NPC212850
Remote Similarity	0.6648	NPC189724
Remote Similarity	0.6648	NPC83289
Remote Similarity	0.6647	NPC283079
Remote Similarity	0.6632	NPC89831
Remote Similarity	0.663	NPC233702
Remote Similarity	0.6629	NPC318591
Remote Similarity	0.6629	NPC231163
Remote Similarity	0.6612	NPC13470
Remote Similarity	0.6599	NPC153554
Remote Similarity	0.6598	NPC474881
Remote Similarity	0.6597	NPC313375
Remote Similarity	0.6597	NPC314725
Remote Similarity	0.6595	NPC262166
Remote Similarity	0.6589	NPC251036
Remote Similarity	0.6573	NPC307682
Remote Similarity	0.657	NPC123859
Remote Similarity	0.6564	NPC473354
Remote Similarity	0.6564	NPC279871
Remote Similarity	0.6546	NPC230611
Remote Similarity	0.6543	NPC56635
Remote Similarity	0.6538	NPC242728
Remote Similarity	0.6534	NPC471953
Remote Similarity	0.6533	NPC99723
Remote Similarity	0.6533	NPC220961
Remote Similarity	0.6526	NPC145178
Remote Similarity	0.6526	NPC475350
Remote Similarity	0.6526	NPC195766
Remote Similarity	0.6526	NPC14877
Remote Similarity	0.6526	NPC206736
Remote Similarity	0.6524	NPC476268
Remote Similarity	0.6522	NPC245974
Remote Similarity	0.652	NPC472358
Remote Similarity	0.6517	NPC138365
Remote Similarity	0.6513	NPC248670
Remote Similarity	0.6513	NPC273755
Remote Similarity	0.6513	NPC306804
Remote Similarity	0.651	NPC61004
Remote Similarity	0.6505	NPC202198
Remote Similarity	0.6503	NPC247298
Remote Similarity	0.6502	NPC237579
Remote Similarity	0.6492	NPC22014
Remote Similarity	0.6484	NPC472523
Remote Similarity	0.6482	NPC476321
Remote Similarity	0.648	NPC155506
Remote Similarity	0.648	NPC473402
Remote Similarity	0.648	NPC313694
Remote Similarity	0.648	NPC242159
Remote Similarity	0.648	NPC159767
Remote Similarity	0.6477	NPC233650
Remote Similarity	0.6477	NPC302597
Remote Similarity	0.6474	NPC475544
Remote Similarity	0.6465	NPC194671
Remote Similarity	0.6465	NPC269750
Remote Similarity	0.6464	NPC477838
Remote Similarity	0.6464	NPC477837
Remote Similarity	0.6461	NPC29650
Remote Similarity	0.6459	NPC476661
Remote Similarity	0.6455	NPC323336
Remote Similarity	0.6455	NPC326349
Remote Similarity	0.6453	NPC475919
Remote Similarity	0.6453	NPC474661
Remote Similarity	0.645	NPC314213
Remote Similarity	0.645	NPC471526
Remote Similarity	0.6448	NPC131971
Remote Similarity	0.6447	NPC50016
Remote Similarity	0.6444	NPC115861
Remote Similarity	0.6443	NPC134858
Remote Similarity	0.6441	NPC274732
Remote Similarity	0.6436	NPC256689
Remote Similarity	0.6436	NPC123011
Remote Similarity	0.6432	NPC283999
Remote Similarity	0.6432	NPC241704
Remote Similarity	0.6429	NPC204546
Remote Similarity	0.6429	NPC476662
Remote Similarity	0.6421	NPC150670
Remote Similarity	0.6421	NPC244336
Remote Similarity	0.6418	NPC471050
Remote Similarity	0.6418	NPC315913
Remote Similarity	0.6418	NPC294951
Remote Similarity	0.6418	NPC471049
Remote Similarity	0.6418	NPC471048
Remote Similarity	0.6417	NPC236166
Remote Similarity	0.6417	NPC142863
Remote Similarity	0.6414	NPC475976
Remote Similarity	0.641	NPC46009
Remote Similarity	0.641	NPC90984
Remote Similarity	0.6406	NPC221864
Remote Similarity	0.6402	NPC26601
Remote Similarity	0.64	NPC477637
Remote Similarity	0.64	NPC329816
Remote Similarity	0.6396	NPC318930
Remote Similarity	0.6396	NPC317362
Remote Similarity	0.6393	NPC106183
Remote Similarity	0.639	NPC248822
Remote Similarity	0.639	NPC470642
Remote Similarity	0.6387	NPC469243
Remote Similarity	0.6384	NPC249425
Remote Similarity	0.6384	NPC257390
Remote Similarity	0.6383	NPC276665
Remote Similarity	0.6383	NPC265473
Remote Similarity	0.6382	NPC45037
Remote Similarity	0.6378	NPC105717
Remote Similarity	0.6378	NPC150879
Remote Similarity	0.6378	NPC36732
Remote Similarity	0.6378	NPC210140
Remote Similarity	0.6377	NPC477632
Remote Similarity	0.6377	NPC477638
Remote Similarity	0.6376	NPC316297
Remote Similarity	0.6376	NPC314817
Remote Similarity	0.6376	NPC66191
Remote Similarity	0.6373	NPC235143
Remote Similarity	0.6373	NPC205255
Remote Similarity	0.6373	NPC271388
Remote Similarity	0.6373	NPC230956
Remote Similarity	0.6373	NPC119649
Remote Similarity	0.6372	NPC293347
Remote Similarity	0.6369	NPC185777
Remote Similarity	0.6368	NPC32154
Remote Similarity	0.6364	NPC198075
Remote Similarity	0.6356	NPC131258
Remote Similarity	0.6355	NPC149571
Remote Similarity	0.6354	NPC92932
Remote Similarity	0.6354	NPC193528
Remote Similarity	0.6348	NPC191395
Remote Similarity	0.6345	NPC241055
Remote Similarity	0.6344	NPC163898
Remote Similarity	0.6344	NPC471305
Remote Similarity	0.6343	NPC476353

Drug Structure

NPD4435 OpenBabel08211705262D 31 34 0 0 1 0 0 0 0 0999 V2000 0.9306 -3.6049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 3.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8966 -3.3461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2779 -0.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5708 0.3282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0191 -1.3449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6049 0.0694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7944 -2.5696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8284 -2.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0532 -1.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3461 -0.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1213 -2.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3801 -1.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3090 1.9511 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.6730 -0.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2601 2.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 -0.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9319 0.5176 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4680 3.2382 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0032 1.5909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1554 -2.3801 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 1.9511 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.8978 0.7765 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7953 0.6128 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 24 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001166
DrugBank	DB00607
ChEMBL	CHEMBL1443
IUPHAR/BPS
PharmaGKB	PA450576
KEGG Drug
PubChem CID	8982
ChEBI	7447
CAS Number	147-52-4

Drug Properties

Molecular Weight	414.12
ALogP	0.2451
MLogP	2.89
XLogP	3.893
HDA	6
HBD	2
Rotatable Bonds	10
TPSA	124.73
RO5 Violation	0