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.


  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

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