NPASS drugs

Drug Information

Drug ID:	NPD3509
Drug Name:	Hetacillin
Molecular Formula:	C19H23N3O4S
Canonical SMILES:	OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N1C(=O)[C@H](NC1(C)C)c1ccccc1
Standard InCHI:	InChI=1S/C19H23N3O4S/c1-18(2)13(17(25)26)21-15(24)12(16(21)27-18)22-14(23)11(20-19(22,3)4)10-8-6-5-7-9-10/h5-9,11-13,16,20H,1-4H3,(H,25,26)/t11-,12-,13+,16-/m1/s1
Standard InCHIKey:	DXVUYOAEDJXBPY-NFFDBFGFSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3509

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	108
0.1-0.2	1260
0.2-0.3	8443
0.3-0.4	15573
0.4-0.5	4339
0.5-0.6	940
0.6-0.7	224
0.7-0.8	2
0.8-0.85	1
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	0.8288	NPC468984
Intermediate Similarity	0.75	NPC13470
Intermediate Similarity	0.7255	NPC89489
Remote Similarity	0.6986	NPC302169
Remote Similarity	0.6918	NPC322878
Remote Similarity	0.6908	NPC300315
Remote Similarity	0.6848	NPC469903
Remote Similarity	0.6842	NPC315388
Remote Similarity	0.6815	NPC132636
Remote Similarity	0.6813	NPC315266
Remote Similarity	0.6763	NPC67043
Remote Similarity	0.6757	NPC200964
Remote Similarity	0.6748	NPC283783
Remote Similarity	0.6728	NPC311658
Remote Similarity	0.6711	NPC71684
Remote Similarity	0.6708	NPC471680
Remote Similarity	0.6688	NPC200589
Remote Similarity	0.6687	NPC105717
Remote Similarity	0.6687	NPC77905
Remote Similarity	0.6686	NPC469902
Remote Similarity	0.6686	NPC469901
Remote Similarity	0.6667	NPC324850
Remote Similarity	0.6647	NPC68650
Remote Similarity	0.6624	NPC141050
Remote Similarity	0.6604	NPC470884
Remote Similarity	0.6604	NPC178662
Remote Similarity	0.6604	NPC476133
Remote Similarity	0.6604	NPC92784
Remote Similarity	0.6604	NPC98424
Remote Similarity	0.6599	NPC315276
Remote Similarity	0.6599	NPC14672
Remote Similarity	0.6599	NPC285926
Remote Similarity	0.6587	NPC473002
Remote Similarity	0.6579	NPC222466
Remote Similarity	0.6564	NPC262077
Remote Similarity	0.6543	NPC476978
Remote Similarity	0.6543	NPC52748
Remote Similarity	0.6538	NPC130309
Remote Similarity	0.6536	NPC101719
Remote Similarity	0.6536	NPC153554
Remote Similarity	0.6534	NPC285622
Remote Similarity	0.6529	NPC222029
Remote Similarity	0.6527	NPC286551
Remote Similarity	0.6525	NPC476198
Remote Similarity	0.6522	NPC269398
Remote Similarity	0.6522	NPC263493
Remote Similarity	0.6516	NPC473322
Remote Similarity	0.6497	NPC317725
Remote Similarity	0.6497	NPC326407
Remote Similarity	0.6497	NPC318930
Remote Similarity	0.6497	NPC317362
Remote Similarity	0.6494	NPC322433
Remote Similarity	0.6491	NPC276085
Remote Similarity	0.6485	NPC240848
Remote Similarity	0.6457	NPC469904
Remote Similarity	0.6442	NPC314388
Remote Similarity	0.6442	NPC315283
Remote Similarity	0.6432	NPC128582
Remote Similarity	0.641	NPC470491
Remote Similarity	0.6408	NPC473418
Remote Similarity	0.6405	NPC6975
Remote Similarity	0.6402	NPC316008
Remote Similarity	0.6402	NPC209509
Remote Similarity	0.6402	NPC313867
Remote Similarity	0.6395	NPC473003
Remote Similarity	0.6387	NPC477937
Remote Similarity	0.6386	NPC471820
Remote Similarity	0.6386	NPC471821
Remote Similarity	0.638	NPC161069
Remote Similarity	0.6376	NPC239357
Remote Similarity	0.637	NPC475013
Remote Similarity	0.6364	NPC22746
Remote Similarity	0.6364	NPC314358
Remote Similarity	0.6347	NPC2501
Remote Similarity	0.6335	NPC471264
Remote Similarity	0.6335	NPC471265
Remote Similarity	0.6333	NPC470545
Remote Similarity	0.6333	NPC473001
Remote Similarity	0.6333	NPC14849
Remote Similarity	0.6331	NPC322598
Remote Similarity	0.6329	NPC255447
Remote Similarity	0.6327	NPC474584
Remote Similarity	0.6306	NPC111428
Remote Similarity	0.6303	NPC5620
Remote Similarity	0.6299	NPC474082
Remote Similarity	0.6299	NPC175726
Remote Similarity	0.6291	NPC470546
Remote Similarity	0.6284	NPC276949
Remote Similarity	0.6284	NPC35850
Remote Similarity	0.6284	NPC476048
Remote Similarity	0.6278	NPC469900
Remote Similarity	0.6277	NPC71140
Remote Similarity	0.6275	NPC202521
Remote Similarity	0.6273	NPC314835
Remote Similarity	0.6271	NPC473000
Remote Similarity	0.6267	NPC470544
Remote Similarity	0.6259	NPC122493
Remote Similarity	0.6259	NPC10781
Remote Similarity	0.6259	NPC293628
Remote Similarity	0.6259	NPC329011
Remote Similarity	0.6257	NPC242269
Remote Similarity	0.625	NPC287401
Remote Similarity	0.6243	NPC469898
Remote Similarity	0.6242	NPC33742
Remote Similarity	0.6235	NPC66936
Remote Similarity	0.6235	NPC122590
Remote Similarity	0.6228	NPC138775
Remote Similarity	0.6222	NPC328611
Remote Similarity	0.6216	NPC307396
Remote Similarity	0.6211	NPC248283
Remote Similarity	0.6211	NPC162417
Remote Similarity	0.6211	NPC316104
Remote Similarity	0.6209	NPC147298
Remote Similarity	0.6209	NPC131450
Remote Similarity	0.6209	NPC182057
Remote Similarity	0.6209	NPC476990
Remote Similarity	0.62	NPC101139
Remote Similarity	0.62	NPC197470
Remote Similarity	0.6193	NPC328270
Remote Similarity	0.6193	NPC189116
Remote Similarity	0.619	NPC319579
Remote Similarity	0.6184	NPC220698
Remote Similarity	0.6182	NPC470301
Remote Similarity	0.6182	NPC139326
Remote Similarity	0.618	NPC129486
Remote Similarity	0.6176	NPC473329
Remote Similarity	0.6171	NPC309531
Remote Similarity	0.6171	NPC472102
Remote Similarity	0.6168	NPC314114
Remote Similarity	0.6163	NPC473580
Remote Similarity	0.6154	NPC164859
Remote Similarity	0.6154	NPC129666
Remote Similarity	0.615	NPC329731
Remote Similarity	0.6149	NPC62104
Remote Similarity	0.6149	NPC1390
Remote Similarity	0.6143	NPC324569
Remote Similarity	0.6138	NPC276430
Remote Similarity	0.6138	NPC327481
Remote Similarity	0.6138	NPC130898
Remote Similarity	0.6138	NPC474973
Remote Similarity	0.6138	NPC474804
Remote Similarity	0.6131	NPC329761
Remote Similarity	0.6131	NPC83790
Remote Similarity	0.6131	NPC128237
Remote Similarity	0.6131	NPC225648
Remote Similarity	0.6131	NPC145113
Remote Similarity	0.6129	NPC252878
Remote Similarity	0.6126	NPC477632
Remote Similarity	0.6126	NPC477638
Remote Similarity	0.6122	NPC477179
Remote Similarity	0.6118	NPC7817
Remote Similarity	0.6118	NPC475168
Remote Similarity	0.6114	NPC469243
Remote Similarity	0.6111	NPC355
Remote Similarity	0.6111	NPC474473
Remote Similarity	0.6104	NPC27833
Remote Similarity	0.6102	NPC217804
Remote Similarity	0.6102	NPC22883
Remote Similarity	0.6102	NPC5719
Remote Similarity	0.6102	NPC210377
Remote Similarity	0.6098	NPC287358
Remote Similarity	0.6094	NPC477639
Remote Similarity	0.6092	NPC297145
Remote Similarity	0.6092	NPC197743
Remote Similarity	0.6091	NPC477180
Remote Similarity	0.6091	NPC477178
Remote Similarity	0.6091	NPC477181
Remote Similarity	0.6091	NPC254850
Remote Similarity	0.609	NPC46427
Remote Similarity	0.6087	NPC473661
Remote Similarity	0.6085	NPC477636
Remote Similarity	0.6084	NPC57976
Remote Similarity	0.6084	NPC197682
Remote Similarity	0.6082	NPC106118
Remote Similarity	0.6082	NPC300443
Remote Similarity	0.6077	NPC475532
Remote Similarity	0.6076	NPC136453
Remote Similarity	0.6069	NPC143516
Remote Similarity	0.6067	NPC15068
Remote Similarity	0.6064	NPC4910
Remote Similarity	0.6061	NPC477174
Remote Similarity	0.6061	NPC307357
Remote Similarity	0.6061	NPC225400
Remote Similarity	0.6061	NPC476259
Remote Similarity	0.6061	NPC268841
Remote Similarity	0.6061	NPC46098
Remote Similarity	0.6061	NPC477173
Remote Similarity	0.6061	NPC470490
Remote Similarity	0.6061	NPC238412
Remote Similarity	0.6056	NPC198254
Remote Similarity	0.6056	NPC274198
Remote Similarity	0.6044	NPC165285
Remote Similarity	0.6044	NPC248862
Remote Similarity	0.6038	NPC71933
Remote Similarity	0.6038	NPC239990
Remote Similarity	0.6038	NPC105114
Remote Similarity	0.6038	NPC152850
Remote Similarity	0.6038	NPC89923
Remote Similarity	0.6037	NPC471123
Remote Similarity	0.6037	NPC68865

Drug Structure

NPD3509 OpenBabel08211703112D 29 32 0 0 1 0 0 0 0 0999 V2000 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 -0.0060 -3.5335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4480 -2.6425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1119 -2.9110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7535 -1.9774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4825 -3.6881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7658 -1.8210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4948 -3.5317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1365 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1488 -2.4417 0.0000 C 0 0 2 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 -1.6948 -1.5507 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 -0.5507 -2.6948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4417 -3.1488 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 -0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1488 -0.6597 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 1.9511 -1.3090 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.5981 -4.1365 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 18 1 0 0 0 0 2 18 1 0 0 0 0 3 19 1 0 0 0 0 4 19 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 9 2 0 0 0 0 8 10 2 0 0 0 0 9 10 1 0 0 0 0 11 10 1 6 0 0 0 11 14 1 0 0 0 0 11 20 1 0 0 0 0 12 15 1 0 0 0 0 12 16 1 0 0 0 0 12 22 1 6 0 0 0 13 17 1 1 0 0 0 13 18 1 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 14 23 2 0 0 0 0 15 21 1 0 0 0 0 15 24 2 0 0 0 0 16 21 1 0 0 0 0 16 27 1 6 0 0 0 17 25 2 0 0 0 0 17 26 1 0 0 0 0 18 27 1 0 0 0 0 19 20 1 0 0 0 0 19 22 1 0 0 0 0 20 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001167
DrugBank	DB00739
ChEMBL	CHEMBL1201116
IUPHAR/BPS
PharmaGKB	PA164746559
KEGG Drug	D01074
PubChem CID
ChEBI	5683
CAS Number	3511-16-8

Drug Properties

Molecular Weight	389.14
ALogP	-0.9616
MLogP	2.67
XLogP	3.206
HDA	7
HBD	2
Rotatable Bonds	8
TPSA	115.25
RO5 Violation	0