NPASS drugs

Drug Information

Drug ID:	NPD1483
Drug Name:	tricyclic broad-spectrum metallo-beta-lactamase inhibitors, SmithKline Beecham
Molecular Formula:	C14H9NO6
Canonical SMILES:	Cc1ncc2c(c1)oc1c(c2=O)c(C(=O)O)c(c(c1)O)O
Standard InCHI:	InChI=1S/C14H9NO6/c1-5-2-8-6(4-15-5)12(17)10-9(21-8)3-7(16)13(18)11(10)14(19)20/h2-4,16,18H,1H3,(H,19,20)
Standard InCHIKey:	JQSDDXAUCUZICT-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1483

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	361
0.1-0.2	1936
0.2-0.3	7017
0.3-0.4	5482
0.4-0.5	5373
0.5-0.6	8347
0.6-0.7	2120
0.7-0.8	248
0.8-0.85	3
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	0.9861	NPC107123
High Similarity	0.8783	NPC134637
High Similarity	0.8559	NPC119134
Intermediate Similarity	0.817	NPC15406
Intermediate Similarity	0.8133	NPC469439
Intermediate Similarity	0.8122	NPC246381
Intermediate Similarity	0.7967	NPC77878
Intermediate Similarity	0.7967	NPC183537
Intermediate Similarity	0.7965	NPC473822
Intermediate Similarity	0.7895	NPC471978
Intermediate Similarity	0.7886	NPC473833
Intermediate Similarity	0.7869	NPC478045
Intermediate Similarity	0.7833	NPC471013
Intermediate Similarity	0.7833	NPC148896
Intermediate Similarity	0.7833	NPC180668
Intermediate Similarity	0.7828	NPC471015
Intermediate Similarity	0.7819	NPC302807
Intermediate Similarity	0.78	NPC471979
Intermediate Similarity	0.7797	NPC90875
Intermediate Similarity	0.7796	NPC53255
Intermediate Similarity	0.7796	NPC85879
Intermediate Similarity	0.7787	NPC233334
Intermediate Similarity	0.7773	NPC129897
Intermediate Similarity	0.7764	NPC13603
Intermediate Similarity	0.7759	NPC124313
Intermediate Similarity	0.7752	NPC224928
Intermediate Similarity	0.7724	NPC326930
Intermediate Similarity	0.7724	NPC475301
Intermediate Similarity	0.7705	NPC10904
Intermediate Similarity	0.7699	NPC220337
Intermediate Similarity	0.7676	NPC84164
Intermediate Similarity	0.7676	NPC207283
Intermediate Similarity	0.7675	NPC146976
Intermediate Similarity	0.7669	NPC201508
Intermediate Similarity	0.7662	NPC54066
Intermediate Similarity	0.7635	NPC210296
Intermediate Similarity	0.7632	NPC236668
Intermediate Similarity	0.7629	NPC253314
Intermediate Similarity	0.7627	NPC24019
Intermediate Similarity	0.7623	NPC324619
Intermediate Similarity	0.7623	NPC475315
Intermediate Similarity	0.761	NPC328928
Intermediate Similarity	0.76	NPC193238
Intermediate Similarity	0.7593	NPC253482
Intermediate Similarity	0.7582	NPC475533
Intermediate Similarity	0.7573	NPC35208
Intermediate Similarity	0.7573	NPC475426
Intermediate Similarity	0.7562	NPC49672
Intermediate Similarity	0.7552	NPC166722
Intermediate Similarity	0.7531	NPC255800
Intermediate Similarity	0.7531	NPC96584
Intermediate Similarity	0.7523	NPC469390
Intermediate Similarity	0.751	NPC189903
Intermediate Similarity	0.751	NPC182907
Intermediate Similarity	0.75	NPC61350
Intermediate Similarity	0.75	NPC146724
Intermediate Similarity	0.75	NPC475648
Intermediate Similarity	0.75	NPC134702
Intermediate Similarity	0.7489	NPC94842
Intermediate Similarity	0.7489	NPC57797
Intermediate Similarity	0.7489	NPC250807
Intermediate Similarity	0.7489	NPC56170
Intermediate Similarity	0.7469	NPC108342
Intermediate Similarity	0.7468	NPC228377
Intermediate Similarity	0.7468	NPC328186
Intermediate Similarity	0.7468	NPC124029
Intermediate Similarity	0.7468	NPC211920
Intermediate Similarity	0.7468	NPC475601
Intermediate Similarity	0.7468	NPC122968
Intermediate Similarity	0.7468	NPC477787
Intermediate Similarity	0.7467	NPC220241
Intermediate Similarity	0.7467	NPC295479
Intermediate Similarity	0.7458	NPC473850
Intermediate Similarity	0.7455	NPC155792
Intermediate Similarity	0.7448	NPC96801
Intermediate Similarity	0.7448	NPC150698
Intermediate Similarity	0.7447	NPC122463
Intermediate Similarity	0.7447	NPC210434
Intermediate Similarity	0.7431	NPC282346
Intermediate Similarity	0.7431	NPC44354
Intermediate Similarity	0.7426	NPC473506
Intermediate Similarity	0.7417	NPC469748
Intermediate Similarity	0.7415	NPC76565
Intermediate Similarity	0.741	NPC318068
Intermediate Similarity	0.7395	NPC475631
Intermediate Similarity	0.7395	NPC146824
Intermediate Similarity	0.7395	NPC87152
Intermediate Similarity	0.7395	NPC476110
Intermediate Similarity	0.7395	NPC475600
Intermediate Similarity	0.7389	NPC317572
Intermediate Similarity	0.7386	NPC22481
Intermediate Similarity	0.7384	NPC475137
Intermediate Similarity	0.7384	NPC477902
Intermediate Similarity	0.7384	NPC475498
Intermediate Similarity	0.7375	NPC316841
Intermediate Similarity	0.7375	NPC477906
Intermediate Similarity	0.7375	NPC292416
Intermediate Similarity	0.7375	NPC473689
Intermediate Similarity	0.7371	NPC2905
Intermediate Similarity	0.7366	NPC476995
Intermediate Similarity	0.7364	NPC470486
Intermediate Similarity	0.7364	NPC475362
Intermediate Similarity	0.7364	NPC475644
Intermediate Similarity	0.7364	NPC471977
Intermediate Similarity	0.7364	NPC473639
Intermediate Similarity	0.7364	NPC471190
Intermediate Similarity	0.7362	NPC215837
Intermediate Similarity	0.7362	NPC174049
Intermediate Similarity	0.7359	NPC202605
Intermediate Similarity	0.7359	NPC112206
Intermediate Similarity	0.7344	NPC244839
Intermediate Similarity	0.7344	NPC319880
Intermediate Similarity	0.7344	NPC320324
Intermediate Similarity	0.7333	NPC469792
Intermediate Similarity	0.7331	NPC118189
Intermediate Similarity	0.7328	NPC114468
Intermediate Similarity	0.7319	NPC301368
Intermediate Similarity	0.7319	NPC216428
Intermediate Similarity	0.7319	NPC84815
Intermediate Similarity	0.7315	NPC470042
Intermediate Similarity	0.7314	NPC237702
Intermediate Similarity	0.7311	NPC328154
Intermediate Similarity	0.7309	NPC270515
Intermediate Similarity	0.7308	NPC471016
Intermediate Similarity	0.7305	NPC132385
Intermediate Similarity	0.7303	NPC475596
Intermediate Similarity	0.7303	NPC475303
Intermediate Similarity	0.73	NPC477788
Intermediate Similarity	0.7296	NPC148391
Intermediate Similarity	0.7296	NPC264674
Intermediate Similarity	0.7287	NPC188400
Intermediate Similarity	0.7284	NPC475406
Intermediate Similarity	0.7284	NPC327769
Intermediate Similarity	0.7281	NPC210256
Intermediate Similarity	0.7277	NPC62367
Intermediate Similarity	0.7277	NPC182853
Intermediate Similarity	0.7276	NPC88923
Intermediate Similarity	0.7276	NPC315634
Intermediate Similarity	0.7276	NPC100734
Intermediate Similarity	0.7273	NPC470020
Intermediate Similarity	0.7273	NPC30456
Intermediate Similarity	0.7269	NPC1608
Intermediate Similarity	0.7266	NPC209981
Intermediate Similarity	0.7265	NPC477909
Intermediate Similarity	0.7265	NPC42678
Intermediate Similarity	0.7265	NPC470306
Intermediate Similarity	0.7265	NPC477907
Intermediate Similarity	0.7261	NPC278525
Intermediate Similarity	0.7257	NPC477912
Intermediate Similarity	0.7257	NPC76478
Intermediate Similarity	0.7255	NPC191489
Intermediate Similarity	0.7254	NPC38959
Intermediate Similarity	0.7254	NPC327904
Intermediate Similarity	0.7246	NPC74360
Intermediate Similarity	0.7238	NPC26881
Intermediate Similarity	0.7238	NPC97746
Intermediate Similarity	0.7237	NPC469440
Intermediate Similarity	0.7234	NPC6981
Intermediate Similarity	0.7234	NPC471014
Intermediate Similarity	0.7234	NPC475408
Intermediate Similarity	0.7229	NPC304179
Intermediate Similarity	0.7229	NPC472550
Intermediate Similarity	0.7229	NPC48042
Intermediate Similarity	0.7227	NPC127720
Intermediate Similarity	0.7227	NPC127026
Intermediate Similarity	0.722	NPC476997
Intermediate Similarity	0.722	NPC476994
Intermediate Similarity	0.721	NPC472553
Intermediate Similarity	0.7208	NPC285254
Intermediate Similarity	0.7208	NPC148860
Intermediate Similarity	0.7203	NPC294579
Intermediate Similarity	0.7203	NPC144779
Intermediate Similarity	0.72	NPC90229
Intermediate Similarity	0.7197	NPC471980
Intermediate Similarity	0.7191	NPC477910
Intermediate Similarity	0.7191	NPC30570
Intermediate Similarity	0.719	NPC476998
Intermediate Similarity	0.719	NPC476996
Intermediate Similarity	0.7186	NPC63041
Intermediate Similarity	0.7185	NPC7560
Intermediate Similarity	0.7185	NPC477903
Intermediate Similarity	0.7178	NPC13249
Intermediate Similarity	0.7175	NPC114039
Intermediate Similarity	0.7175	NPC206109
Intermediate Similarity	0.7173	NPC472555
Intermediate Similarity	0.7172	NPC172222
Intermediate Similarity	0.7165	NPC101312
Intermediate Similarity	0.7161	NPC206343
Intermediate Similarity	0.7161	NPC477908
Intermediate Similarity	0.716	NPC316065
Intermediate Similarity	0.716	NPC289905
Intermediate Similarity	0.716	NPC217176
Intermediate Similarity	0.7155	NPC477911
Intermediate Similarity	0.7155	NPC235364
Intermediate Similarity	0.7149	NPC160100
Intermediate Similarity	0.7149	NPC4421
Intermediate Similarity	0.7149	NPC228331
Intermediate Similarity	0.7143	NPC253675
Intermediate Similarity	0.7143	NPC477901
Intermediate Similarity	0.7143	NPC164340

Drug Structure

NPD1483 OpenBabel08211700232D 24 26 0 0 0 0 0 0 0 0999 V2000 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 5 1 0 0 0 0 2 8 2 0 0 0 0 3 7 2 0 0 0 0 3 9 1 0 0 0 0 4 6 2 0 0 0 0 4 15 1 0 0 0 0 5 15 2 0 0 0 0 6 8 1 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 7 16 1 0 0 0 0 8 21 1 0 0 0 0 9 10 2 0 0 0 0 9 21 1 0 0 0 0 10 11 1 0 0 0 0 10 12 1 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 12 17 2 0 0 0 0 13 18 1 0 0 0 0 14 19 2 0 0 0 0 14 20 1 0 0 0 0 16 22 1 0 0 0 0 18 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001617
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	287.04
ALogP	-1.1388
MLogP	2.23
XLogP	1.327
HDA	4
HBD	3
Rotatable Bonds	5
TPSA	116.95
RO5 Violation	0