NPASS drugs

Drug Information

Drug ID:	NPD1582
Drug Name:	Cefaclor
Molecular Formula:	C15H14ClN3O4S
Canonical SMILES:	N[C@@H](C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)Cl)O)c1ccccc1
Standard InCHI:	InChI=1S/C15H14ClN3O4S/c16-8-6-24-14-10(13(21)19(14)11(8)15(22)23)18-12(20)9(17)7-4-2-1-3-5-7/h1-5,9-10,14H,6,17H2,(H,18,20)(H,22,23)/t9-,10-,14-/m1/s1
Standard InCHIKey:	QYIYFLOTGYLRGG-GPCCPHFNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1582

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	145
0.1-0.2	1713
0.2-0.3	8190
0.3-0.4	12363
0.4-0.5	7018
0.5-0.6	1217
0.6-0.7	239
0.7-0.8	2
0.8-0.85	0
0.85-0.9	2
0.9-0.95	0
0.95-1	1

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	0.9571	NPC13470
High Similarity	0.8645	NPC315388
High Similarity	0.8611	NPC468984
Intermediate Similarity	0.7089	NPC471680
Intermediate Similarity	0.7024	NPC189116
Remote Similarity	0.6974	NPC300315
Remote Similarity	0.6892	NPC71684
Remote Similarity	0.6879	NPC77992
Remote Similarity	0.6875	NPC322878
Remote Similarity	0.6867	NPC22746
Remote Similarity	0.6852	NPC105717
Remote Similarity	0.6781	NPC470544
Remote Similarity	0.6772	NPC143325
Remote Similarity	0.6735	NPC470545
Remote Similarity	0.6689	NPC470546
Remote Similarity	0.6688	NPC469666
Remote Similarity	0.6687	NPC286551
Remote Similarity	0.6685	NPC153554
Remote Similarity	0.6667	NPC315276
Remote Similarity	0.6667	NPC239357
Remote Similarity	0.6667	NPC89489
Remote Similarity	0.6667	NPC132636
Remote Similarity	0.6667	NPC14672
Remote Similarity	0.6667	NPC285926
Remote Similarity	0.6644	NPC33742
Remote Similarity	0.6606	NPC254798
Remote Similarity	0.6601	NPC101719
Remote Similarity	0.6585	NPC311658
Remote Similarity	0.6585	NPC128237
Remote Similarity	0.6585	NPC83790
Remote Similarity	0.6582	NPC474473
Remote Similarity	0.6577	NPC220698
Remote Similarity	0.6566	NPC475168
Remote Similarity	0.6566	NPC7817
Remote Similarity	0.6562	NPC313694
Remote Similarity	0.6562	NPC242159
Remote Similarity	0.6561	NPC246079
Remote Similarity	0.6536	NPC222466
Remote Similarity	0.6529	NPC323336
Remote Similarity	0.6529	NPC326349
Remote Similarity	0.6509	NPC469903
Remote Similarity	0.65	NPC127741
Remote Similarity	0.6494	NPC474479
Remote Similarity	0.6488	NPC473341
Remote Similarity	0.6481	NPC469426
Remote Similarity	0.6481	NPC469427
Remote Similarity	0.6474	NPC111428
Remote Similarity	0.6463	NPC266741
Remote Similarity	0.6461	NPC318930
Remote Similarity	0.6461	NPC326407
Remote Similarity	0.6461	NPC317725
Remote Similarity	0.6461	NPC317362
Remote Similarity	0.6456	NPC325479
Remote Similarity	0.6454	NPC164859
Remote Similarity	0.6453	NPC469243
Remote Similarity	0.645	NPC470902
Remote Similarity	0.6447	NPC202521
Remote Similarity	0.6438	NPC329011
Remote Similarity	0.6434	NPC327481
Remote Similarity	0.6424	NPC81026
Remote Similarity	0.6412	NPC473580
Remote Similarity	0.6402	NPC315283
Remote Similarity	0.6402	NPC314388
Remote Similarity	0.6386	NPC135121
Remote Similarity	0.6382	NPC476990
Remote Similarity	0.637	NPC319579
Remote Similarity	0.6369	NPC473322
Remote Similarity	0.6364	NPC6975
Remote Similarity	0.6364	NPC316008
Remote Similarity	0.6364	NPC175726
Remote Similarity	0.6364	NPC315266
Remote Similarity	0.6364	NPC477217
Remote Similarity	0.6364	NPC474082
Remote Similarity	0.6364	NPC313867
Remote Similarity	0.6364	NPC201244
Remote Similarity	0.6358	NPC475544
Remote Similarity	0.6358	NPC469902
Remote Similarity	0.6351	NPC35850
Remote Similarity	0.6351	NPC276949
Remote Similarity	0.6343	NPC223207
Remote Similarity	0.6325	NPC314358
Remote Similarity	0.6319	NPC476259
Remote Similarity	0.6319	NPC239762
Remote Similarity	0.6319	NPC163392
Remote Similarity	0.6313	NPC248670
Remote Similarity	0.631	NPC283783
Remote Similarity	0.6307	NPC471771
Remote Similarity	0.6307	NPC61004
Remote Similarity	0.6307	NPC290755
Remote Similarity	0.6307	NPC304074
Remote Similarity	0.6306	NPC319766
Remote Similarity	0.6299	NPC252878
Remote Similarity	0.6299	NPC27581
Remote Similarity	0.6296	NPC471265
Remote Similarity	0.6296	NPC68865
Remote Similarity	0.6296	NPC471264
Remote Similarity	0.6284	NPC474584
Remote Similarity	0.628	NPC263493
Remote Similarity	0.628	NPC168113
Remote Similarity	0.628	NPC476989
Remote Similarity	0.628	NPC269398
Remote Similarity	0.6277	NPC477526
Remote Similarity	0.6275	NPC302169
Remote Similarity	0.6275	NPC200964
Remote Similarity	0.6271	NPC209463
Remote Similarity	0.6267	NPC197470
Remote Similarity	0.6265	NPC209509
Remote Similarity	0.6264	NPC114806
Remote Similarity	0.6258	NPC46427
Remote Similarity	0.6257	NPC39431
Remote Similarity	0.625	NPC476198
Remote Similarity	0.625	NPC63931
Remote Similarity	0.625	NPC67043
Remote Similarity	0.6242	NPC176226
Remote Similarity	0.6242	NPC43477
Remote Similarity	0.6242	NPC161069
Remote Similarity	0.6242	NPC197682
Remote Similarity	0.6242	NPC139326
Remote Similarity	0.6242	NPC477937
Remote Similarity	0.6226	NPC325651
Remote Similarity	0.6223	NPC329961
Remote Similarity	0.6223	NPC122427
Remote Similarity	0.622	NPC238412
Remote Similarity	0.6216	NPC275410
Remote Similarity	0.6207	NPC24617
Remote Similarity	0.6204	NPC226438
Remote Similarity	0.6203	NPC329731
Remote Similarity	0.6201	NPC274198
Remote Similarity	0.6201	NPC46009
Remote Similarity	0.6201	NPC198254
Remote Similarity	0.6193	NPC289776
Remote Similarity	0.6193	NPC133470
Remote Similarity	0.6193	NPC191863
Remote Similarity	0.619	NPC16188
Remote Similarity	0.6188	NPC255447
Remote Similarity	0.6188	NPC130309
Remote Similarity	0.6176	NPC324081
Remote Similarity	0.6159	NPC98424
Remote Similarity	0.6159	NPC476133
Remote Similarity	0.6159	NPC92784
Remote Similarity	0.6159	NPC470884
Remote Similarity	0.6159	NPC287358
Remote Similarity	0.6159	NPC178662
Remote Similarity	0.6154	NPC98864
Remote Similarity	0.6149	NPC326966
Remote Similarity	0.6145	NPC469904
Remote Similarity	0.614	NPC233702
Remote Similarity	0.6136	NPC68650
Remote Similarity	0.6131	NPC258627
Remote Similarity	0.6131	NPC478005
Remote Similarity	0.6131	NPC473804
Remote Similarity	0.6127	NPC12730
Remote Similarity	0.612	NPC14849
Remote Similarity	0.6118	NPC2265
Remote Similarity	0.6118	NPC2501
Remote Similarity	0.6117	NPC4910
Remote Similarity	0.6111	NPC475123
Remote Similarity	0.6111	NPC475204
Remote Similarity	0.6111	NPC276506
Remote Similarity	0.6108	NPC477637
Remote Similarity	0.6108	NPC52748
Remote Similarity	0.6107	NPC475013
Remote Similarity	0.6105	NPC56685
Remote Similarity	0.6105	NPC122590
Remote Similarity	0.6102	NPC471053
Remote Similarity	0.6102	NPC471051
Remote Similarity	0.6102	NPC471052
Remote Similarity	0.6099	NPC158277
Remote Similarity	0.6099	NPC328611
Remote Similarity	0.6095	NPC329761
Remote Similarity	0.6095	NPC119569
Remote Similarity	0.6095	NPC225648
Remote Similarity	0.6095	NPC145113
Remote Similarity	0.6095	NPC138775
Remote Similarity	0.6094	NPC184933
Remote Similarity	0.6094	NPC59827
Remote Similarity	0.6087	NPC147298
Remote Similarity	0.6087	NPC182057
Remote Similarity	0.6087	NPC194671
Remote Similarity	0.6087	NPC269750
Remote Similarity	0.6087	NPC131450
Remote Similarity	0.6082	NPC248782
Remote Similarity	0.6082	NPC473491
Remote Similarity	0.608	NPC473003
Remote Similarity	0.608	NPC471527
Remote Similarity	0.608	NPC154478
Remote Similarity	0.608	NPC469901
Remote Similarity	0.6076	NPC4974
Remote Similarity	0.6074	NPC141050
Remote Similarity	0.6073	NPC165538
Remote Similarity	0.6071	NPC5620
Remote Similarity	0.6071	NPC303045
Remote Similarity	0.6071	NPC161972
Remote Similarity	0.6069	NPC473002
Remote Similarity	0.6066	NPC196243
Remote Similarity	0.6065	NPC27833
Remote Similarity	0.6061	NPC477557
Remote Similarity	0.6059	NPC9373
Remote Similarity	0.6059	NPC259678
Remote Similarity	0.6058	NPC478141

Drug Structure

NPD1582 OpenBabel08211701082D 28 30 0 0 1 0 0 0 0 0999 V2000 5.2779 -1.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0191 -2.3449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5708 -0.6718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0532 -2.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6049 -0.9306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3461 -1.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3801 -2.1554 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 -1.8660 0.5000 0.0000 C 0 0 0 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 -1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.1213 -3.1213 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 -1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9319 -0.4824 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 -2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.8284 -3.8284 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1554 -3.3801 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -0.2235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1340 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 7 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 6 24 1 0 0 0 0 7 9 1 0 0 0 0 8 11 2 0 0 0 0 8 16 1 0 0 0 0 9 12 1 1 0 0 0 9 17 1 0 0 0 0 10 13 1 0 0 0 0 10 14 1 0 0 0 0 10 18 1 1 0 0 0 11 15 1 0 0 0 0 11 19 1 0 0 0 0 12 18 2 3 0 0 0 12 20 1 0 0 0 0 13 19 1 0 0 0 0 13 21 2 0 0 0 0 14 19 1 0 0 0 0 14 24 1 1 0 0 0 15 22 2 0 0 0 0 15 23 1 0 0 0 0 17 25 1 0 0 0 0 17 26 1 0 0 0 0 20 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000442
DrugBank	DB00833
ChEMBL	CHEMBL680
IUPHAR/BPS
PharmaGKB	PA164749137
KEGG Drug	D00256
PubChem CID	51039
ChEBI	3478
CAS Number	53994-73-3

Drug Properties

Molecular Weight	367.04
ALogP	-0.8962
MLogP	2.12
XLogP	-0.609
HDA	7
HBD	3
Rotatable Bonds	8
TPSA	141.52
RO5 Violation	0