NPASS drugs

Drug Information

Drug ID:	NPD2515
Drug Name:	Pheneticillin
Molecular Formula:	C17H20N2O5S
Canonical SMILES:	CC(C(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)O)Oc1ccccc1
Standard InCHI:	InChI=1S/C17H20N2O5S/c1-9(24-10-7-5-4-6-8-10)13(20)18-11-14(21)19-12(16(22)23)17(2,3)25-15(11)19/h4-9,11-12,15H,1-3H3,(H,18,20)(H,22,23)/t9?,11-,12+,15-/m1/s1
Standard InCHIKey:	NONJJLVGHLVQQM-JHXYUMNGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2515

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	115
0.1-0.2	1046
0.2-0.3	6999
0.3-0.4	6812
0.4-0.5	11753
0.5-0.6	3886
0.6-0.7	261
0.7-0.8	18
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	0.7571	NPC4910
Intermediate Similarity	0.7472	NPC329731
Intermediate Similarity	0.7471	NPC186617
Intermediate Similarity	0.7427	NPC471568
Intermediate Similarity	0.7427	NPC473693
Intermediate Similarity	0.7396	NPC472923
Intermediate Similarity	0.7322	NPC184933
Intermediate Similarity	0.7322	NPC59827
Intermediate Similarity	0.7253	NPC477526
Intermediate Similarity	0.7225	NPC196091
Intermediate Similarity	0.7204	NPC477527
Intermediate Similarity	0.7151	NPC254700
Intermediate Similarity	0.7143	NPC468984
Intermediate Similarity	0.7134	NPC189908
Intermediate Similarity	0.7073	NPC83790
Intermediate Similarity	0.7073	NPC128237
Intermediate Similarity	0.7069	NPC315388
Intermediate Similarity	0.7011	NPC473502
Remote Similarity	0.6983	NPC475421
Remote Similarity	0.6946	NPC324081
Remote Similarity	0.6909	NPC81026
Remote Similarity	0.6868	NPC470903
Remote Similarity	0.6868	NPC167763
Remote Similarity	0.6868	NPC470112
Remote Similarity	0.6848	NPC266741
Remote Similarity	0.6816	NPC26108
Remote Similarity	0.6813	NPC470392
Remote Similarity	0.68	NPC63931
Remote Similarity	0.6793	NPC315542
Remote Similarity	0.6793	NPC299806
Remote Similarity	0.6791	NPC473378
Remote Similarity	0.6791	NPC473407
Remote Similarity	0.678	NPC469505
Remote Similarity	0.6722	NPC164608
Remote Similarity	0.6708	NPC247018
Remote Similarity	0.6708	NPC274732
Remote Similarity	0.6708	NPC307123
Remote Similarity	0.6708	NPC97870
Remote Similarity	0.6705	NPC56635
Remote Similarity	0.6704	NPC89831
Remote Similarity	0.6688	NPC476183
Remote Similarity	0.6686	NPC13470
Remote Similarity	0.6686	NPC476268
Remote Similarity	0.6667	NPC287757
Remote Similarity	0.6667	NPC32064
Remote Similarity	0.6667	NPC319320
Remote Similarity	0.6649	NPC174122
Remote Similarity	0.6649	NPC64140
Remote Similarity	0.6646	NPC307682
Remote Similarity	0.6645	NPC476184
Remote Similarity	0.6645	NPC476281
Remote Similarity	0.663	NPC471165
Remote Similarity	0.6628	NPC39431
Remote Similarity	0.6596	NPC234069
Remote Similarity	0.6588	NPC132771
Remote Similarity	0.6588	NPC283783
Remote Similarity	0.6587	NPC204546
Remote Similarity	0.6585	NPC127741
Remote Similarity	0.6578	NPC276120
Remote Similarity	0.6573	NPC469479
Remote Similarity	0.6568	NPC135121
Remote Similarity	0.6561	NPC476278
Remote Similarity	0.6556	NPC475204
Remote Similarity	0.6556	NPC475123
Remote Similarity	0.6548	NPC201244
Remote Similarity	0.6548	NPC477217
Remote Similarity	0.6538	NPC473354
Remote Similarity	0.6529	NPC9373
Remote Similarity	0.6524	NPC138083
Remote Similarity	0.6519	NPC476260
Remote Similarity	0.6519	NPC476241
Remote Similarity	0.65	NPC14877
Remote Similarity	0.65	NPC475350
Remote Similarity	0.65	NPC145178
Remote Similarity	0.6485	NPC6570
Remote Similarity	0.6484	NPC248670
Remote Similarity	0.6484	NPC137627
Remote Similarity	0.6484	NPC273755
Remote Similarity	0.6478	NPC476179
Remote Similarity	0.6478	NPC476125
Remote Similarity	0.6477	NPC149962
Remote Similarity	0.6474	NPC262166
Remote Similarity	0.6452	NPC476321
Remote Similarity	0.645	NPC478005
Remote Similarity	0.645	NPC322878
Remote Similarity	0.6443	NPC144314
Remote Similarity	0.6442	NPC246079
Remote Similarity	0.6433	NPC105717
Remote Similarity	0.6429	NPC83289
Remote Similarity	0.6429	NPC212850
Remote Similarity	0.6429	NPC189724
Remote Similarity	0.642	NPC326349
Remote Similarity	0.642	NPC323336
Remote Similarity	0.6417	NPC471526
Remote Similarity	0.6413	NPC50016
Remote Similarity	0.641	NPC50548
Remote Similarity	0.6404	NPC251036
Remote Similarity	0.6387	NPC29531
Remote Similarity	0.6386	NPC68865
Remote Similarity	0.6383	NPC471049
Remote Similarity	0.6383	NPC471050
Remote Similarity	0.6383	NPC471048
Remote Similarity	0.6378	NPC123859
Remote Similarity	0.6374	NPC145113
Remote Similarity	0.6374	NPC40234
Remote Similarity	0.6374	NPC16188
Remote Similarity	0.6369	NPC168113
Remote Similarity	0.6369	NPC476989
Remote Similarity	0.6368	NPC94862
Remote Similarity	0.6359	NPC318930
Remote Similarity	0.6359	NPC317362
Remote Similarity	0.6359	NPC317725
Remote Similarity	0.6359	NPC326407
Remote Similarity	0.6358	NPC473491
Remote Similarity	0.6354	NPC107938
Remote Similarity	0.6354	NPC294516
Remote Similarity	0.6354	NPC209463
Remote Similarity	0.6354	NPC248822
Remote Similarity	0.6353	NPC471680
Remote Similarity	0.635	NPC246303
Remote Similarity	0.6347	NPC313694
Remote Similarity	0.6347	NPC242159
Remote Similarity	0.6345	NPC242728
Remote Similarity	0.6344	NPC45037
Remote Similarity	0.6337	NPC313414
Remote Similarity	0.6335	NPC141739
Remote Similarity	0.6335	NPC320242
Remote Similarity	0.6335	NPC136112
Remote Similarity	0.6331	NPC176226
Remote Similarity	0.6331	NPC197682
Remote Similarity	0.6328	NPC207675
Remote Similarity	0.6328	NPC212699
Remote Similarity	0.6322	NPC233702
Remote Similarity	0.6319	NPC300315
Remote Similarity	0.6319	NPC280022
Remote Similarity	0.6316	NPC262077
Remote Similarity	0.631	NPC153554
Remote Similarity	0.6303	NPC471953
Remote Similarity	0.6287	NPC138365
Remote Similarity	0.6287	NPC471264
Remote Similarity	0.6287	NPC471265
Remote Similarity	0.6286	NPC286551
Remote Similarity	0.6286	NPC5194
Remote Similarity	0.6286	NPC261934
Remote Similarity	0.6284	NPC46009
Remote Similarity	0.628	NPC195902
Remote Similarity	0.6279	NPC247298
Remote Similarity	0.6277	NPC477637
Remote Similarity	0.6272	NPC263493
Remote Similarity	0.6272	NPC269398
Remote Similarity	0.627	NPC476227
Remote Similarity	0.625	NPC230611
Remote Similarity	0.625	NPC178662
Remote Similarity	0.625	NPC92784
Remote Similarity	0.625	NPC98424
Remote Similarity	0.625	NPC470884
Remote Similarity	0.625	NPC476133
Remote Similarity	0.6229	NPC162104
Remote Similarity	0.6228	NPC282477
Remote Similarity	0.6228	NPC284855
Remote Similarity	0.6228	NPC29650
Remote Similarity	0.6216	NPC306804
Remote Similarity	0.6215	NPC244509
Remote Similarity	0.6215	NPC473580
Remote Similarity	0.6214	NPC326027
Remote Similarity	0.6213	NPC321285
Remote Similarity	0.6211	NPC294951
Remote Similarity	0.6209	NPC61004
Remote Similarity	0.6207	NPC245974
Remote Similarity	0.6205	NPC318862
Remote Similarity	0.62	NPC311357
Remote Similarity	0.6199	NPC52748
Remote Similarity	0.6195	NPC326333
Remote Similarity	0.6193	NPC202198
Remote Similarity	0.6193	NPC56685
Remote Similarity	0.6185	NPC329761
Remote Similarity	0.6185	NPC97004
Remote Similarity	0.6185	NPC136951
Remote Similarity	0.6185	NPC161155
Remote Similarity	0.6185	NPC225648
Remote Similarity	0.6183	NPC155506
Remote Similarity	0.6183	NPC279871
Remote Similarity	0.6183	NPC473402
Remote Similarity	0.6183	NPC159767
Remote Similarity	0.6175	NPC302597
Remote Similarity	0.6173	NPC471563
Remote Similarity	0.6166	NPC102959
Remote Similarity	0.6164	NPC313918
Remote Similarity	0.6163	NPC315266
Remote Similarity	0.6163	NPC209509
Remote Similarity	0.6162	NPC328494
Remote Similarity	0.6159	NPC280736
Remote Similarity	0.6158	NPC194699
Remote Similarity	0.6158	NPC219350
Remote Similarity	0.6154	NPC89489
Remote Similarity	0.6149	NPC97282
Remote Similarity	0.6149	NPC471821
Remote Similarity	0.6149	NPC471820
Remote Similarity	0.6145	NPC45191
Remote Similarity	0.6144	NPC95977

Drug Structure

NPD2515 OpenBabel08211702172D 27 29 0 0 1 0 0 0 0 0999 V2000 -1.2247 0.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4049 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6742 2.6742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7083 2.4154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3813 1.9671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4495 1.4495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1225 1.0012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 -0.4824 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.1566 0.7424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9511 0.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6730 -1.4483 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 2.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 -2.1554 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 3.2382 1.4680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5909 2.0032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 -0.2235 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9511 -1.3090 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 -1.8966 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6128 1.7953 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 17 1 0 0 0 0 3 17 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 10 2 0 0 0 0 8 10 1 0 0 0 0 9 13 1 0 0 0 0 9 24 1 0 0 0 0 10 24 1 0 0 0 0 11 14 1 0 0 0 0 11 15 1 0 0 0 0 11 18 1 6 0 0 0 12 16 1 1 0 0 0 12 17 1 0 0 0 0 12 19 1 0 0 0 0 13 18 2 3 0 0 0 13 20 1 0 0 0 0 14 19 1 0 0 0 0 14 21 2 0 0 0 0 15 19 1 0 0 0 0 15 25 1 6 0 0 0 16 22 2 0 0 0 0 16 23 1 0 0 0 0 17 25 1 0 0 0 0 20 26 1 0 0 0 0 23 27 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	364.11
ALogP	-0.2134
MLogP	2.45
XLogP	2.265
HDA	6
HBD	2
Rotatable Bonds	10
TPSA	124.73
RO5 Violation	0