NPASS drugs

Drug Information

Drug ID:	NPD1968
Drug Name:	Loracarbef
Molecular Formula:	C16H16ClN3O4
Canonical SMILES:	N[C@@H](C(=N[C@H]1[C@H]2CCC(=C(N2C1=O)C(=O)O)Cl)O)c1ccccc1
Standard InCHI:	InChI=1S/C16H16ClN3O4/c17-9-6-7-10-12(15(22)20(10)13(9)16(23)24)19-14(21)11(18)8-4-2-1-3-5-8/h1-5,10-12H,6-7,18H2,(H,19,21)(H,23,24)/t10-,11-,12+/m1/s1
Standard InCHIKey:	JAPHQRWPEGVNBT-UTUOFQBUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1968

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	126
0.1-0.2	1075
0.2-0.3	4687
0.3-0.4	11258
0.4-0.5	11226
0.5-0.6	1989
0.6-0.7	484
0.7-0.8	44
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	0.869	NPC13470
Intermediate Similarity	0.7905	NPC468984
Intermediate Similarity	0.7875	NPC315388
Intermediate Similarity	0.7688	NPC189116
Intermediate Similarity	0.7518	NPC71684
Intermediate Similarity	0.7391	NPC33742
Intermediate Similarity	0.7361	NPC22746
Intermediate Similarity	0.7357	NPC470545
Intermediate Similarity	0.7351	NPC132636
Intermediate Similarity	0.731	NPC101719
Intermediate Similarity	0.7305	NPC220698
Intermediate Similarity	0.7305	NPC470546
Intermediate Similarity	0.7286	NPC285926
Intermediate Similarity	0.7286	NPC315276
Intermediate Similarity	0.7286	NPC239357
Intermediate Similarity	0.7286	NPC14672
Intermediate Similarity	0.7286	NPC470544
Intermediate Similarity	0.7267	NPC474473
Intermediate Similarity	0.7244	NPC311658
Intermediate Similarity	0.7241	NPC222466
Intermediate Similarity	0.7237	NPC77992
Intermediate Similarity	0.7162	NPC469666
Intermediate Similarity	0.7162	NPC111428
Intermediate Similarity	0.7152	NPC254798
Intermediate Similarity	0.7143	NPC469903
Intermediate Similarity	0.7143	NPC469427
Intermediate Similarity	0.7143	NPC469426
Intermediate Similarity	0.7124	NPC242159
Intermediate Similarity	0.7124	NPC313694
Intermediate Similarity	0.7101	NPC319579
Intermediate Similarity	0.7073	NPC469243
Intermediate Similarity	0.7071	NPC35850
Intermediate Similarity	0.7071	NPC276949
Intermediate Similarity	0.7066	NPC209463
Intermediate Similarity	0.7059	NPC127741
Intermediate Similarity	0.705	NPC329011
Intermediate Similarity	0.7047	NPC473322
Intermediate Similarity	0.7037	NPC473580
Intermediate Similarity	0.7025	NPC135121
Intermediate Similarity	0.7019	NPC473341
Intermediate Similarity	0.7006	NPC477217
Intermediate Similarity	0.7006	NPC201244
Intermediate Similarity	0.7	NPC7817
Intermediate Similarity	0.7	NPC475168
Intermediate Similarity	0.7	NPC474584
Remote Similarity	0.697	NPC475544
Remote Similarity	0.697	NPC469902
Remote Similarity	0.6966	NPC200964
Remote Similarity	0.6963	NPC164859
Remote Similarity	0.6946	NPC223207
Remote Similarity	0.6943	NPC314388
Remote Similarity	0.6943	NPC315283
Remote Similarity	0.6939	NPC175726
Remote Similarity	0.6939	NPC474082
Remote Similarity	0.6939	NPC6975
Remote Similarity	0.6934	NPC327481
Remote Similarity	0.6923	NPC263493
Remote Similarity	0.6923	NPC269398
Remote Similarity	0.6913	NPC477937
Remote Similarity	0.6908	NPC246079
Remote Similarity	0.6905	NPC290755
Remote Similarity	0.6905	NPC471771
Remote Similarity	0.6905	NPC304074
Remote Similarity	0.6899	NPC471680
Remote Similarity	0.6899	NPC316008
Remote Similarity	0.6899	NPC315266
Remote Similarity	0.6899	NPC313867
Remote Similarity	0.6899	NPC209509
Remote Similarity	0.6887	NPC325651
Remote Similarity	0.6879	NPC197682
Remote Similarity	0.6879	NPC161069
Remote Similarity	0.6879	NPC139326
Remote Similarity	0.6871	NPC470902
Remote Similarity	0.6859	NPC476259
Remote Similarity	0.6859	NPC163392
Remote Similarity	0.6859	NPC239762
Remote Similarity	0.6855	NPC81026
Remote Similarity	0.6855	NPC314358
Remote Similarity	0.6853	NPC197470
Remote Similarity	0.6846	NPC474479
Remote Similarity	0.6845	NPC63931
Remote Similarity	0.6842	NPC255447
Remote Similarity	0.6839	NPC471265
Remote Similarity	0.6839	NPC471264
Remote Similarity	0.6839	NPC68865
Remote Similarity	0.6815	NPC168113
Remote Similarity	0.6813	NPC16188
Remote Similarity	0.6805	NPC61004
Remote Similarity	0.6803	NPC202521
Remote Similarity	0.6802	NPC248670
Remote Similarity	0.6797	NPC325479
Remote Similarity	0.6795	NPC98424
Remote Similarity	0.6795	NPC92784
Remote Similarity	0.6795	NPC178662
Remote Similarity	0.6795	NPC476133
Remote Similarity	0.6795	NPC470884
Remote Similarity	0.6792	NPC266741
Remote Similarity	0.679	NPC324081
Remote Similarity	0.6784	NPC274198
Remote Similarity	0.6784	NPC198254
Remote Similarity	0.6772	NPC176226
Remote Similarity	0.6768	NPC39431
Remote Similarity	0.6766	NPC114806
Remote Similarity	0.6758	NPC328763
Remote Similarity	0.6757	NPC27581
Remote Similarity	0.6755	NPC319766
Remote Similarity	0.675	NPC473804
Remote Similarity	0.6748	NPC233702
Remote Similarity	0.6739	NPC476198
Remote Similarity	0.6739	NPC67043
Remote Similarity	0.6735	NPC476990
Remote Similarity	0.6733	NPC4974
Remote Similarity	0.6732	NPC130309
Remote Similarity	0.673	NPC52748
Remote Similarity	0.6728	NPC2501
Remote Similarity	0.6725	NPC469904
Remote Similarity	0.6708	NPC119569
Remote Similarity	0.6708	NPC145113
Remote Similarity	0.6708	NPC329761
Remote Similarity	0.6708	NPC138775
Remote Similarity	0.6708	NPC225648
Remote Similarity	0.6707	NPC122590
Remote Similarity	0.6707	NPC24617
Remote Similarity	0.6688	NPC257390
Remote Similarity	0.6688	NPC287358
Remote Similarity	0.6688	NPC326966
Remote Similarity	0.6687	NPC5620
Remote Similarity	0.6686	NPC133470
Remote Similarity	0.6686	NPC14849
Remote Similarity	0.6686	NPC46009
Remote Similarity	0.6686	NPC276506
Remote Similarity	0.6686	NPC289776
Remote Similarity	0.6686	NPC191863
Remote Similarity	0.6667	NPC43477
Remote Similarity	0.6667	NPC9373
Remote Similarity	0.6667	NPC473003
Remote Similarity	0.6667	NPC154478
Remote Similarity	0.6667	NPC473002
Remote Similarity	0.6667	NPC469901
Remote Similarity	0.6667	NPC328611
Remote Similarity	0.6667	NPC105717
Remote Similarity	0.6667	NPC200589
Remote Similarity	0.6648	NPC147298
Remote Similarity	0.6648	NPC194671
Remote Similarity	0.6648	NPC182057
Remote Similarity	0.6648	NPC269750
Remote Similarity	0.6648	NPC131450
Remote Similarity	0.6647	NPC84317
Remote Similarity	0.6646	NPC238412
Remote Similarity	0.6644	NPC252878
Remote Similarity	0.6629	NPC196243
Remote Similarity	0.6628	NPC129486
Remote Similarity	0.6625	NPC476978
Remote Similarity	0.6622	NPC27833
Remote Similarity	0.6618	NPC12730
Remote Similarity	0.6613	NPC323662
Remote Similarity	0.6609	NPC306804
Remote Similarity	0.6609	NPC475532
Remote Similarity	0.6607	NPC319320
Remote Similarity	0.6607	NPC287757
Remote Similarity	0.6606	NPC202198
Remote Similarity	0.6606	NPC56685
Remote Similarity	0.6604	NPC476989
Remote Similarity	0.6603	NPC248283
Remote Similarity	0.66	NPC35996
Remote Similarity	0.66	NPC46427
Remote Similarity	0.6599	NPC314992
Remote Similarity	0.6591	NPC473001
Remote Similarity	0.659	NPC475204
Remote Similarity	0.659	NPC475123
Remote Similarity	0.6588	NPC471053
Remote Similarity	0.6588	NPC471052
Remote Similarity	0.6588	NPC471051
Remote Similarity	0.6584	NPC322878
Remote Similarity	0.6571	NPC477462
Remote Similarity	0.6571	NPC248862
Remote Similarity	0.6571	NPC45033
Remote Similarity	0.6571	NPC165285
Remote Similarity	0.6571	NPC17698
Remote Similarity	0.6571	NPC279871
Remote Similarity	0.6564	NPC471821
Remote Similarity	0.6564	NPC471820
Remote Similarity	0.6558	NPC300315
Remote Similarity	0.6552	NPC89831
Remote Similarity	0.6548	NPC324850
Remote Similarity	0.6545	NPC300443
Remote Similarity	0.6544	NPC322598
Remote Similarity	0.6543	NPC262077
Remote Similarity	0.6541	NPC46098
Remote Similarity	0.6541	NPC268841
Remote Similarity	0.6541	NPC307357
Remote Similarity	0.6536	NPC199738
Remote Similarity	0.6536	NPC210950
Remote Similarity	0.6532	NPC473000
Remote Similarity	0.6529	NPC241794
Remote Similarity	0.6529	NPC68650
Remote Similarity	0.6527	NPC476268
Remote Similarity	0.6524	NPC129666
Remote Similarity	0.6519	NPC43755
Remote Similarity	0.6517	NPC153554

Drug Structure

NPD1968 OpenBabel08211701392D 28 30 0 0 1 0 0 0 0 0999 V2000 -1.6037 4.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8966 3.3461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5696 3.7944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1554 2.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8284 2.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 2.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -2.7321 0.0000 C 0 0 0 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 -2.3801 1.1554 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 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 0 0 0 0 0 0 0 0 0 0 2.5000 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -3.5981 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 0.8966 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 -0.5176 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -2.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0532 1.6037 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6049 -0.0694 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 -0.7765 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.0000 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 8 2 0 0 0 0 5 8 1 0 0 0 0 6 7 1 0 0 0 0 6 9 1 0 0 0 0 8 11 1 0 0 0 0 9 13 2 0 0 0 0 9 17 1 0 0 0 0 10 7 1 6 0 0 0 10 12 1 0 0 0 0 10 20 1 0 0 0 0 11 14 1 6 0 0 0 11 18 1 0 0 0 0 12 15 1 0 0 0 0 12 19 1 6 0 0 0 13 16 1 0 0 0 0 13 20 1 0 0 0 0 14 19 2 3 0 0 0 14 21 1 0 0 0 0 15 20 1 0 0 0 0 15 22 2 0 0 0 0 16 23 2 0 0 0 0 16 24 1 0 0 0 0 18 25 1 0 0 0 0 18 26 1 0 0 0 0 21 27 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000434
DrugBank	DB00447
ChEMBL	CHEMBL1013
IUPHAR/BPS
PharmaGKB	PA164754806
KEGG Drug	D00916
PubChem CID	5284585
ChEBI	47544
CAS Number	76470-66-1

Drug Properties

Molecular Weight	349.08
ALogP	-1.7134
MLogP	2.34
XLogP	-0.506
HDA	7
HBD	3
Rotatable Bonds	8
TPSA	116.22
RO5 Violation	0