NPASS drugs

Drug Information

Drug ID:	NPD5229
Drug Name:	2085-P; Pivampicillin
Molecular Formula:	C22H29N3O6S
Canonical SMILES:	O=C([C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N=C([C@@H](c1ccccc1)N)O)OCOC(=O)C(C)(C)C
Standard InCHI:	InChI=1S/C22H29N3O6S/c1-21(2,3)20(29)31-11-30-19(28)15-22(4,5)32-18-14(17(27)25(15)18)24-16(26)13(23)12-9-7-6-8-10-12/h6-10,13-15,18H,11,23H2,1-5H3,(H,24,26)/t13-,14-,15+,18-/m1/s1
Standard InCHIKey:	ZEMIJUDPLILVNQ-ZXFNITATSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD5229

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	90
0.1-0.2	785
0.2-0.3	4605
0.3-0.4	16086
0.4-0.5	7647
0.5-0.6	1338
0.6-0.7	294
0.7-0.8	43
0.8-0.85	0
0.85-0.9	1
0.9-0.95	1
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
High Similarity	0.9424	NPC468984
High Similarity	0.8523	NPC13470
Intermediate Similarity	0.7778	NPC322878
Intermediate Similarity	0.7744	NPC315388
Intermediate Similarity	0.7687	NPC300315
Intermediate Similarity	0.7405	NPC105717
Intermediate Similarity	0.7338	NPC89489
Intermediate Similarity	0.7273	NPC471265
Intermediate Similarity	0.7273	NPC471264
Intermediate Similarity	0.7251	NPC318930
Intermediate Similarity	0.7251	NPC317725
Intermediate Similarity	0.7251	NPC317362
Intermediate Similarity	0.7251	NPC326407
Intermediate Similarity	0.7244	NPC263493
Intermediate Similarity	0.7244	NPC269398
Intermediate Similarity	0.7222	NPC286551
Intermediate Similarity	0.7215	NPC471680
Intermediate Similarity	0.7197	NPC161069
Intermediate Similarity	0.7162	NPC6975
Intermediate Similarity	0.7143	NPC283783
Intermediate Similarity	0.7143	NPC71684
Intermediate Similarity	0.7143	NPC202521
Intermediate Similarity	0.7125	NPC145113
Intermediate Similarity	0.7115	NPC92784
Intermediate Similarity	0.7115	NPC470884
Intermediate Similarity	0.7115	NPC476133
Intermediate Similarity	0.7115	NPC98424
Intermediate Similarity	0.7115	NPC178662
Intermediate Similarity	0.7107	NPC209509
Intermediate Similarity	0.7107	NPC5620
Intermediate Similarity	0.7107	NPC315266
Intermediate Similarity	0.7075	NPC476990
Intermediate Similarity	0.7051	NPC127741
Intermediate Similarity	0.7044	NPC52748
Intermediate Similarity	0.7044	NPC314388
Intermediate Similarity	0.7044	NPC315283
Intermediate Similarity	0.7037	NPC2501
Intermediate Similarity	0.7034	NPC470544
Intermediate Similarity	0.7019	NPC225648
Intermediate Similarity	0.7019	NPC138775
Intermediate Similarity	0.7019	NPC329761
Intermediate Similarity	0.7013	NPC246079
Intermediate Similarity	0.7	NPC22746
Intermediate Similarity	0.7	NPC313867
Intermediate Similarity	0.7	NPC316008
Remote Similarity	0.6994	NPC7817
Remote Similarity	0.6994	NPC475168
Remote Similarity	0.6986	NPC470545
Remote Similarity	0.698	NPC252878
Remote Similarity	0.6959	NPC200964
Remote Similarity	0.6957	NPC314358
Remote Similarity	0.6954	NPC101719
Remote Similarity	0.6948	NPC130309
Remote Similarity	0.6943	NPC68865
Remote Similarity	0.6939	NPC470546
Remote Similarity	0.6937	NPC476978
Remote Similarity	0.6933	NPC129666
Remote Similarity	0.6933	NPC46427
Remote Similarity	0.6928	NPC473322
Remote Similarity	0.6918	NPC168113
Remote Similarity	0.6914	NPC311658
Remote Similarity	0.6909	NPC122590
Remote Similarity	0.6899	NPC132636
Remote Similarity	0.6887	NPC222466
Remote Similarity	0.6875	NPC176226
Remote Similarity	0.6875	NPC197682
Remote Similarity	0.6875	NPC139326
Remote Similarity	0.6871	NPC471820
Remote Similarity	0.6871	NPC471821
Remote Similarity	0.6867	NPC470902
Remote Similarity	0.6855	NPC476259
Remote Similarity	0.6855	NPC239762
Remote Similarity	0.6855	NPC163392
Remote Similarity	0.6851	NPC329731
Remote Similarity	0.6851	NPC4910
Remote Similarity	0.6849	NPC197470
Remote Similarity	0.6815	NPC248283
Remote Similarity	0.6813	NPC469427
Remote Similarity	0.6813	NPC469426
Remote Similarity	0.681	NPC128237
Remote Similarity	0.681	NPC83790
Remote Similarity	0.6803	NPC315276
Remote Similarity	0.6803	NPC14672
Remote Similarity	0.6803	NPC239357
Remote Similarity	0.6803	NPC285926
Remote Similarity	0.6753	NPC319766
Remote Similarity	0.6752	NPC287401
Remote Similarity	0.6748	NPC262077
Remote Similarity	0.6748	NPC81026
Remote Similarity	0.6747	NPC162104
Remote Similarity	0.6746	NPC326349
Remote Similarity	0.6746	NPC197743
Remote Similarity	0.6746	NPC323336
Remote Similarity	0.6746	NPC297145
Remote Similarity	0.6731	NPC255447
Remote Similarity	0.6726	NPC469903
Remote Similarity	0.672	NPC184933
Remote Similarity	0.672	NPC59827
Remote Similarity	0.6712	NPC276949
Remote Similarity	0.6712	NPC35850
Remote Similarity	0.671	NPC111428
Remote Similarity	0.6709	NPC141050
Remote Similarity	0.6707	NPC473341
Remote Similarity	0.669	NPC327481
Remote Similarity	0.6687	NPC266741
Remote Similarity	0.6685	NPC122427
Remote Similarity	0.6685	NPC329961
Remote Similarity	0.6667	NPC77905
Remote Similarity	0.6667	NPC33742
Remote Similarity	0.6667	NPC240848
Remote Similarity	0.6649	NPC477526
Remote Similarity	0.6644	NPC474584
Remote Similarity	0.6623	NPC302169
Remote Similarity	0.6614	NPC477527
Remote Similarity	0.6611	NPC153554
Remote Similarity	0.6606	NPC135121
Remote Similarity	0.6603	NPC469666
Remote Similarity	0.6601	NPC175726
Remote Similarity	0.6601	NPC474082
Remote Similarity	0.6591	NPC475123
Remote Similarity	0.6591	NPC475204
Remote Similarity	0.6585	NPC477217
Remote Similarity	0.6585	NPC201244
Remote Similarity	0.6575	NPC329011
Remote Similarity	0.657	NPC469902
Remote Similarity	0.657	NPC471527
Remote Similarity	0.6561	NPC200589
Remote Similarity	0.6552	NPC63931
Remote Similarity	0.6552	NPC189116
Remote Similarity	0.6552	NPC472923
Remote Similarity	0.655	NPC324850
Remote Similarity	0.6548	NPC300443
Remote Similarity	0.6543	NPC46098
Remote Similarity	0.6543	NPC268841
Remote Similarity	0.6543	NPC307357
Remote Similarity	0.6524	NPC165538
Remote Similarity	0.6514	NPC61004
Remote Similarity	0.6512	NPC62104
Remote Similarity	0.6512	NPC1390
Remote Similarity	0.6507	NPC319579
Remote Similarity	0.649	NPC314992
Remote Similarity	0.6488	NPC324081
Remote Similarity	0.6481	NPC477557
Remote Similarity	0.6481	NPC77992
Remote Similarity	0.6479	NPC164859
Remote Similarity	0.6474	NPC477937
Remote Similarity	0.6474	NPC469901
Remote Similarity	0.6471	NPC39431
Remote Similarity	0.6467	NPC2265
Remote Similarity	0.6457	NPC22883
Remote Similarity	0.6457	NPC217804
Remote Similarity	0.6457	NPC210377
Remote Similarity	0.6457	NPC5719
Remote Similarity	0.6441	NPC473000
Remote Similarity	0.6433	NPC473580
Remote Similarity	0.6424	NPC169328
Remote Similarity	0.642	NPC15068
Remote Similarity	0.6416	NPC469898
Remote Similarity	0.6412	NPC56685
Remote Similarity	0.6412	NPC262166
Remote Similarity	0.6407	NPC16188
Remote Similarity	0.6404	NPC46009
Remote Similarity	0.6402	NPC476989
Remote Similarity	0.64	NPC101139
Remote Similarity	0.6393	NPC477637
Remote Similarity	0.6389	NPC476198
Remote Similarity	0.6389	NPC471165
Remote Similarity	0.6389	NPC67043
Remote Similarity	0.6384	NPC63040
Remote Similarity	0.6382	NPC310467
Remote Similarity	0.6382	NPC237420
Remote Similarity	0.638	NPC242159
Remote Similarity	0.638	NPC313694
Remote Similarity	0.638	NPC287358
Remote Similarity	0.6379	NPC469243
Remote Similarity	0.6375	NPC246913
Remote Similarity	0.6375	NPC325479
Remote Similarity	0.6369	NPC89831
Remote Similarity	0.6353	NPC233702
Remote Similarity	0.6348	NPC469904
Remote Similarity	0.6348	NPC129486
Remote Similarity	0.6343	NPC68650
Remote Similarity	0.6337	NPC244509
Remote Similarity	0.6337	NPC476268
Remote Similarity	0.6333	NPC137627
Remote Similarity	0.6331	NPC254798
Remote Similarity	0.6322	NPC24617
Remote Similarity	0.6316	NPC261934
Remote Similarity	0.6316	NPC254088
Remote Similarity	0.6316	NPC5194
Remote Similarity	0.6306	NPC4974
Remote Similarity	0.6298	NPC477462
Remote Similarity	0.6298	NPC26108
Remote Similarity	0.6294	NPC473491
Remote Similarity	0.629	NPC299806
Remote Similarity	0.6286	NPC114806
Remote Similarity	0.6286	NPC473003
Remote Similarity	0.6286	NPC475544
Remote Similarity	0.6282	NPC35996
Remote Similarity	0.6281	NPC145178

Drug Structure

NPD5229 OpenBabel08211706322D 35 37 0 0 1 0 0 0 0 0999 V2000 -4.3666 1.9740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6756 1.0229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9543 1.9000 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 2.6037 -4.0532 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 3.5696 -3.7944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1554 -2.3801 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 -1.7953 0.6128 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 2 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 -3.4895 0.2527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6974 1.2308 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 4.3461 -0.8966 0.0000 N 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 -4.2327 -0.4164 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 -2.5385 -0.0563 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 5.0532 -1.6037 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6049 0.0694 0.0000 H 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 21 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 22 1 0 0 0 0 5 22 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 2 0 0 0 0 9 12 2 0 0 0 0 10 12 1 0 0 0 0 11 30 1 0 0 0 0 11 31 1 0 0 0 0 12 13 1 0 0 0 0 13 16 1 6 0 0 0 13 23 1 0 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 14 24 1 6 0 0 0 15 19 1 1 0 0 0 15 22 1 0 0 0 0 15 25 1 0 0 0 0 16 24 2 3 0 0 0 16 26 1 0 0 0 0 17 25 1 0 0 0 0 17 27 2 0 0 0 0 18 25 1 0 0 0 0 18 32 1 6 0 0 0 19 28 2 0 0 0 0 19 30 1 0 0 0 0 20 21 1 0 0 0 0 20 29 2 0 0 0 0 20 31 1 0 0 0 0 22 32 1 0 0 0 0 23 33 1 0 0 0 0 23 34 1 0 0 0 0 26 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001171; DIB004370
DrugBank	DB01604
ChEMBL	CHEMBL3182343
IUPHAR/BPS
PharmaGKB	PA164776912
KEGG Drug
PubChem CID	33478
ChEBI	8255
CAS Number	33817-20-8

Drug Properties

Molecular Weight	463.18
ALogP	0.7588
MLogP	2.78
XLogP	2.857
HDA	9
HBD	2
Rotatable Bonds	16
TPSA	156.82
RO5 Violation	0