NPASS drugs

Drug Information

Drug ID:	NPD3480
Drug Name:	Penamecillin
Molecular Formula:	C19H22N2O6S
Canonical SMILES:	CC(=O)OCOC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N=C(Cc1ccccc1)O
Standard InCHI:	InChI=1S/C19H22N2O6S/c1-11(22)26-10-27-18(25)15-19(2,3)28-17-14(16(24)21(15)17)20-13(23)9-12-7-5-4-6-8-12/h4-8,14-15,17H,9-10H2,1-3H3,(H,20,23)/t14-,15+,17-/m1/s1
Standard InCHIKey:	NLOOMWLTUVBWAW-HLLBOEOZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3480

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	80
0.1-0.2	670
0.2-0.3	3648
0.3-0.4	14954
0.4-0.5	10248
0.5-0.6	971
0.6-0.7	267
0.7-0.8	51
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8841	NPC468984
Intermediate Similarity	0.7973	NPC13470
Intermediate Similarity	0.7945	NPC322878
Intermediate Similarity	0.7857	NPC300315
Intermediate Similarity	0.755	NPC105717
Intermediate Similarity	0.7483	NPC89489
Intermediate Similarity	0.7415	NPC471264
Intermediate Similarity	0.7415	NPC471265
Intermediate Similarity	0.7383	NPC269398
Intermediate Similarity	0.7383	NPC263493
Intermediate Similarity	0.7378	NPC317362
Intermediate Similarity	0.7378	NPC326407
Intermediate Similarity	0.7378	NPC318930
Intermediate Similarity	0.7378	NPC317725
Intermediate Similarity	0.7355	NPC286551
Intermediate Similarity	0.7305	NPC6975
Intermediate Similarity	0.7297	NPC127741
Intermediate Similarity	0.7286	NPC202521
Intermediate Similarity	0.7273	NPC283783
Intermediate Similarity	0.7255	NPC329761
Intermediate Similarity	0.7255	NPC145113
Intermediate Similarity	0.7255	NPC225648
Intermediate Similarity	0.7248	NPC178662
Intermediate Similarity	0.7248	NPC98424
Intermediate Similarity	0.7248	NPC470884
Intermediate Similarity	0.7248	NPC92784
Intermediate Similarity	0.7248	NPC476133
Intermediate Similarity	0.7239	NPC315388
Intermediate Similarity	0.7237	NPC209509
Intermediate Similarity	0.7237	NPC471680
Intermediate Similarity	0.7219	NPC161069
Intermediate Similarity	0.7214	NPC476990
Intermediate Similarity	0.7174	NPC470544
Intermediate Similarity	0.7171	NPC314388
Intermediate Similarity	0.7171	NPC315283
Intermediate Similarity	0.7143	NPC246079
Intermediate Similarity	0.7143	NPC128237
Intermediate Similarity	0.7143	NPC83790
Intermediate Similarity	0.7124	NPC313867
Intermediate Similarity	0.7124	NPC5620
Intermediate Similarity	0.7124	NPC316008
Intermediate Similarity	0.7122	NPC470545
Intermediate Similarity	0.7113	NPC252878
Intermediate Similarity	0.7092	NPC200964
Intermediate Similarity	0.7078	NPC314358
Intermediate Similarity	0.7075	NPC130309
Intermediate Similarity	0.7071	NPC470546
Intermediate Similarity	0.7067	NPC68865
Intermediate Similarity	0.7063	NPC46427
Intermediate Similarity	0.7059	NPC476978
Intermediate Similarity	0.7055	NPC473322
Intermediate Similarity	0.7032	NPC138775
Remote Similarity	0.6993	NPC139326
Remote Similarity	0.6974	NPC163392
Remote Similarity	0.6974	NPC239762
Remote Similarity	0.6962	NPC162104
Remote Similarity	0.6948	NPC52748
Remote Similarity	0.6943	NPC129666
Remote Similarity	0.6943	NPC2501
Remote Similarity	0.6933	NPC248283
Remote Similarity	0.6929	NPC315276
Remote Similarity	0.6929	NPC14672
Remote Similarity	0.6929	NPC285926
Remote Similarity	0.6929	NPC239357
Remote Similarity	0.6928	NPC469427
Remote Similarity	0.6928	NPC469426
Remote Similarity	0.6928	NPC168113
Remote Similarity	0.6923	NPC71684
Remote Similarity	0.6903	NPC315266
Remote Similarity	0.6883	NPC197682
Remote Similarity	0.6883	NPC176226
Remote Similarity	0.6879	NPC240848
Remote Similarity	0.6871	NPC319766
Remote Similarity	0.6867	NPC287401
Remote Similarity	0.6863	NPC476259
Remote Similarity	0.6859	NPC81026
Remote Similarity	0.6859	NPC262077
Remote Similarity	0.6857	NPC4910
Remote Similarity	0.6849	NPC101719
Remote Similarity	0.6846	NPC255447
Remote Similarity	0.6835	NPC35850
Remote Similarity	0.6835	NPC276949
Remote Similarity	0.6813	NPC122590
Remote Similarity	0.6795	NPC266741
Remote Similarity	0.6792	NPC475168
Remote Similarity	0.6792	NPC7817
Remote Similarity	0.6786	NPC33742
Remote Similarity	0.6781	NPC22746
Remote Similarity	0.6781	NPC222466
Remote Similarity	0.678	NPC122427
Remote Similarity	0.678	NPC329961
Remote Similarity	0.6772	NPC471820
Remote Similarity	0.6772	NPC471821
Remote Similarity	0.6761	NPC329731
Remote Similarity	0.6736	NPC302169
Remote Similarity	0.6712	NPC175726
Remote Similarity	0.6712	NPC474082
Remote Similarity	0.6711	NPC469666
Remote Similarity	0.6709	NPC135121
Remote Similarity	0.6709	NPC311658
Remote Similarity	0.6688	NPC477217
Remote Similarity	0.6688	NPC201244
Remote Similarity	0.6688	NPC132636
Remote Similarity	0.6667	NPC200589
Remote Similarity	0.6667	NPC470902
Remote Similarity	0.6647	NPC472923
Remote Similarity	0.6646	NPC297145
Remote Similarity	0.6646	NPC197743
Remote Similarity	0.6645	NPC268841
Remote Similarity	0.6645	NPC307357
Remote Similarity	0.6645	NPC46098
Remote Similarity	0.663	NPC184933
Remote Similarity	0.663	NPC59827
Remote Similarity	0.662	NPC197470
Remote Similarity	0.6611	NPC165538
Remote Similarity	0.66	NPC111428
Remote Similarity	0.6599	NPC476278
Remote Similarity	0.6564	NPC39431
Remote Similarity	0.6556	NPC477526
Remote Similarity	0.6545	NPC326349
Remote Similarity	0.6545	NPC323336
Remote Similarity	0.6528	NPC169328
Remote Similarity	0.6522	NPC477527
Remote Similarity	0.6512	NPC258627
Remote Similarity	0.6507	NPC476183
Remote Similarity	0.6503	NPC262166
Remote Similarity	0.6503	NPC473341
Remote Similarity	0.65	NPC16188
Remote Similarity	0.6497	NPC476989
Remote Similarity	0.6494	NPC141050
Remote Similarity	0.6491	NPC475123
Remote Similarity	0.6491	NPC475204
Remote Similarity	0.6483	NPC237420
Remote Similarity	0.6483	NPC310467
Remote Similarity	0.6474	NPC242159
Remote Similarity	0.6474	NPC313694
Remote Similarity	0.6471	NPC246913
Remote Similarity	0.6463	NPC476281
Remote Similarity	0.6463	NPC476184
Remote Similarity	0.6456	NPC77905
Remote Similarity	0.6454	NPC475013
Remote Similarity	0.645	NPC63931
Remote Similarity	0.6449	NPC327481
Remote Similarity	0.6442	NPC233702
Remote Similarity	0.6424	NPC469903
Remote Similarity	0.642	NPC153554
Remote Similarity	0.6416	NPC137627
Remote Similarity	0.6414	NPC254088
Remote Similarity	0.6408	NPC273814
Remote Similarity	0.6408	NPC474584
Remote Similarity	0.6402	NPC261934
Remote Similarity	0.6402	NPC5194
Remote Similarity	0.64	NPC474847
Remote Similarity	0.64	NPC4974
Remote Similarity	0.638	NPC324081
Remote Similarity	0.638	NPC473491
Remote Similarity	0.6379	NPC26108
Remote Similarity	0.637	NPC12730
Remote Similarity	0.6369	NPC471527
Remote Similarity	0.6364	NPC325479
Remote Similarity	0.6364	NPC476048
Remote Similarity	0.6358	NPC136453
Remote Similarity	0.6357	NPC325441
Remote Similarity	0.6354	NPC145178
Remote Similarity	0.6354	NPC14877
Remote Similarity	0.6354	NPC475350
Remote Similarity	0.6348	NPC161143
Remote Similarity	0.6347	NPC324850
Remote Similarity	0.6341	NPC300443
Remote Similarity	0.6338	NPC329011
Remote Similarity	0.6333	NPC476241
Remote Similarity	0.6333	NPC476260
Remote Similarity	0.6331	NPC474804
Remote Similarity	0.6331	NPC474973
Remote Similarity	0.6331	NPC130898
Remote Similarity	0.6325	NPC473580
Remote Similarity	0.6325	NPC476268
Remote Similarity	0.6316	NPC89923
Remote Similarity	0.6316	NPC61004
Remote Similarity	0.6316	NPC71933
Remote Similarity	0.6316	NPC239990
Remote Similarity	0.6316	NPC105114
Remote Similarity	0.6316	NPC152850
Remote Similarity	0.631	NPC1390
Remote Similarity	0.631	NPC62104
Remote Similarity	0.6306	NPC43755
Remote Similarity	0.6303	NPC56685
Remote Similarity	0.6303	NPC202198
Remote Similarity	0.6301	NPC40234
Remote Similarity	0.6296	NPC322598
Remote Similarity	0.6294	NPC471051
Remote Similarity	0.6294	NPC471052
Remote Similarity	0.6294	NPC471053
Remote Similarity	0.6291	NPC476179
Remote Similarity	0.6291	NPC476125
Remote Similarity	0.6291	NPC47667
Remote Similarity	0.6286	NPC471165
Remote Similarity	0.6284	NPC477061
Remote Similarity	0.6284	NPC45777
Remote Similarity	0.6284	NPC190663

Drug Structure

NPD3480 OpenBabel08211703112D 29 31 0 0 1 0 0 0 0 0999 V2000 -3.0737 1.7036 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 6.2779 0.3789 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 5.5708 -0.3282 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 4.6049 -0.0694 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 -1.7953 -0.6128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3305 1.0345 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 2.6730 0.4483 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 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 -1.3795 1.3435 0.0000 O 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 -2.5385 0.0563 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 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 11 1 0 0 0 0 2 19 1 0 0 0 0 3 19 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 12 2 0 0 0 0 8 12 1 0 0 0 0 9 12 1 0 0 0 0 9 13 1 0 0 0 0 10 26 1 0 0 0 0 10 27 1 0 0 0 0 11 22 2 0 0 0 0 11 26 1 0 0 0 0 13 20 2 3 0 0 0 13 23 1 0 0 0 0 14 16 1 0 0 0 0 14 17 1 0 0 0 0 14 20 1 1 0 0 0 15 18 1 6 0 0 0 15 19 1 0 0 0 0 15 21 1 0 0 0 0 16 21 1 0 0 0 0 16 24 2 0 0 0 0 17 21 1 0 0 0 0 17 28 1 1 0 0 0 18 25 2 0 0 0 0 18 27 1 0 0 0 0 19 28 1 0 0 0 0 23 29 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	406.12
ALogP	0.1543
MLogP	2.56
XLogP	3.363
HDA	8
HBD	1
Rotatable Bonds	12
TPSA	130.8
RO5 Violation	0