NPASS drugs

Drug Information

Drug ID:	NPD692
Drug Name:	Furosemide
Molecular Formula:	C12H11ClN2O5S
Canonical SMILES:	OC(=O)c1cc(c(cc1NCc1ccco1)Cl)S(=O)(=O)N
Standard InCHI:	InChI=1S/C12H11ClN2O5S/c13-9-5-10(15-6-7-2-1-3-20-7)8(12(16)17)4-11(9)21(14,18)19/h1-5,15H,6H2,(H,16,17)(H2,14,18,19)
Standard InCHIKey:	ZZUFCTLCJUWOSV-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD692

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	261
0.1-0.2	2894
0.2-0.3	9448
0.3-0.4	4581
0.4-0.5	12044
0.5-0.6	1613
0.6-0.7	49
0.7-0.8	0
0.8-0.85	0
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
Remote Similarity	0.6718	NPC43477
Remote Similarity	0.65	NPC45389
Remote Similarity	0.6422	NPC314223
Remote Similarity	0.6398	NPC471652
Remote Similarity	0.6378	NPC173295
Remote Similarity	0.6372	NPC112937
Remote Similarity	0.6364	NPC478075
Remote Similarity	0.6327	NPC253476
Remote Similarity	0.6304	NPC41216
Remote Similarity	0.6296	NPC8467
Remote Similarity	0.6256	NPC197335
Remote Similarity	0.6256	NPC257763
Remote Similarity	0.6227	NPC314659
Remote Similarity	0.6223	NPC321428
Remote Similarity	0.6216	NPC87391
Remote Similarity	0.6197	NPC299582
Remote Similarity	0.6176	NPC189661
Remote Similarity	0.6172	NPC165964
Remote Similarity	0.6157	NPC471648
Remote Similarity	0.6157	NPC329830
Remote Similarity	0.6148	NPC122886
Remote Similarity	0.6136	NPC283810
Remote Similarity	0.6133	NPC474059
Remote Similarity	0.6132	NPC93653
Remote Similarity	0.6128	NPC330683
Remote Similarity	0.6128	NPC329567
Remote Similarity	0.6099	NPC235194
Remote Similarity	0.6096	NPC240384
Remote Similarity	0.6085	NPC198160
Remote Similarity	0.6068	NPC87714
Remote Similarity	0.6063	NPC5167
Remote Similarity	0.6058	NPC144691
Remote Similarity	0.6058	NPC241392
Remote Similarity	0.6055	NPC73280
Remote Similarity	0.6052	NPC288759
Remote Similarity	0.6043	NPC246140
Remote Similarity	0.6043	NPC163867
Remote Similarity	0.6043	NPC195787
Remote Similarity	0.604	NPC319645
Remote Similarity	0.6036	NPC270301
Remote Similarity	0.6036	NPC288305
Remote Similarity	0.6035	NPC22476
Remote Similarity	0.6029	NPC325857
Remote Similarity	0.6025	NPC116178
Remote Similarity	0.6017	NPC100863
Remote Similarity	0.6009	NPC114039
Remote Similarity	0.6009	NPC206109
Remote Similarity	0.6	NPC321166
Remote Similarity	0.6	NPC217903
Remote Similarity	0.5991	NPC85613
Remote Similarity	0.5975	NPC477161
Remote Similarity	0.597	NPC258048
Remote Similarity	0.5965	NPC203628
Remote Similarity	0.5963	NPC471778
Remote Similarity	0.5959	NPC99724
Remote Similarity	0.5945	NPC127362
Remote Similarity	0.5945	NPC182131
Remote Similarity	0.5941	NPC25961
Remote Similarity	0.594	NPC214368
Remote Similarity	0.594	NPC232600
Remote Similarity	0.5935	NPC148124
Remote Similarity	0.5933	NPC300596
Remote Similarity	0.5933	NPC237649
Remote Similarity	0.5932	NPC268077
Remote Similarity	0.5932	NPC313112
Remote Similarity	0.5932	NPC301292
Remote Similarity	0.5932	NPC473239
Remote Similarity	0.5931	NPC108847
Remote Similarity	0.5926	NPC204867
Remote Similarity	0.5924	NPC285192
Remote Similarity	0.5923	NPC241263
Remote Similarity	0.5921	NPC5630
Remote Similarity	0.5919	NPC475685
Remote Similarity	0.5917	NPC87413
Remote Similarity	0.5917	NPC470971
Remote Similarity	0.5915	NPC15987
Remote Similarity	0.5911	NPC314633
Remote Similarity	0.5907	NPC472286
Remote Similarity	0.5907	NPC472287
Remote Similarity	0.5905	NPC41488
Remote Similarity	0.5903	NPC232872
Remote Similarity	0.5902	NPC184408
Remote Similarity	0.5901	NPC9475
Remote Similarity	0.59	NPC475133
Remote Similarity	0.5896	NPC260434
Remote Similarity	0.5892	NPC119722
Remote Similarity	0.5887	NPC115588
Remote Similarity	0.5885	NPC128683
Remote Similarity	0.5882	NPC151171
Remote Similarity	0.588	NPC265642
Remote Similarity	0.588	NPC218733
Remote Similarity	0.588	NPC138615
Remote Similarity	0.588	NPC132874
Remote Similarity	0.588	NPC194740
Remote Similarity	0.5879	NPC194562
Remote Similarity	0.5878	NPC74360
Remote Similarity	0.5874	NPC475094
Remote Similarity	0.5873	NPC196718
Remote Similarity	0.5873	NPC102593
Remote Similarity	0.5872	NPC98864
Remote Similarity	0.5868	NPC30749
Remote Similarity	0.5867	NPC226794
Remote Similarity	0.5863	NPC26928
Remote Similarity	0.5862	NPC303214
Remote Similarity	0.5861	NPC471197
Remote Similarity	0.5853	NPC189116
Remote Similarity	0.5851	NPC218303
Remote Similarity	0.585	NPC323198
Remote Similarity	0.5846	NPC161801
Remote Similarity	0.5843	NPC477587
Remote Similarity	0.5843	NPC477589
Remote Similarity	0.5841	NPC471742
Remote Similarity	0.584	NPC248903
Remote Similarity	0.5837	NPC77777
Remote Similarity	0.5837	NPC198390
Remote Similarity	0.5837	NPC471198
Remote Similarity	0.5833	NPC477160
Remote Similarity	0.583	NPC315631
Remote Similarity	0.583	NPC268170
Remote Similarity	0.5829	NPC122235
Remote Similarity	0.5826	NPC1820
Remote Similarity	0.5823	NPC207971
Remote Similarity	0.5823	NPC19175
Remote Similarity	0.5822	NPC472163
Remote Similarity	0.5822	NPC28368
Remote Similarity	0.5819	NPC230313
Remote Similarity	0.5819	NPC243626
Remote Similarity	0.5813	NPC475609
Remote Similarity	0.5812	NPC234933
Remote Similarity	0.5809	NPC269449
Remote Similarity	0.5805	NPC238412
Remote Similarity	0.5801	NPC469961
Remote Similarity	0.5798	NPC477586
Remote Similarity	0.5798	NPC477585
Remote Similarity	0.5798	NPC475147
Remote Similarity	0.5798	NPC477590
Remote Similarity	0.5798	NPC477588
Remote Similarity	0.5796	NPC126556
Remote Similarity	0.5794	NPC203424
Remote Similarity	0.5794	NPC206372
Remote Similarity	0.5789	NPC174760
Remote Similarity	0.5789	NPC476069
Remote Similarity	0.5785	NPC146418
Remote Similarity	0.5782	NPC223873
Remote Similarity	0.5781	NPC1464
Remote Similarity	0.5781	NPC104712
Remote Similarity	0.5781	NPC314702
Remote Similarity	0.5779	NPC176113
Remote Similarity	0.5778	NPC70092
Remote Similarity	0.5777	NPC242933
Remote Similarity	0.5772	NPC247803
Remote Similarity	0.5772	NPC309919
Remote Similarity	0.5771	NPC314098
Remote Similarity	0.5768	NPC216369
Remote Similarity	0.5762	NPC259678
Remote Similarity	0.5762	NPC17760
Remote Similarity	0.5761	NPC305542
Remote Similarity	0.576	NPC179287
Remote Similarity	0.5758	NPC28510
Remote Similarity	0.5756	NPC317572
Remote Similarity	0.5753	NPC313375
Remote Similarity	0.5753	NPC469722
Remote Similarity	0.5753	NPC314725
Remote Similarity	0.5751	NPC21483
Remote Similarity	0.5751	NPC198205
Remote Similarity	0.575	NPC477999
Remote Similarity	0.575	NPC212123
Remote Similarity	0.575	NPC183777
Remote Similarity	0.575	NPC4687
Remote Similarity	0.575	NPC249583
Remote Similarity	0.5746	NPC241025
Remote Similarity	0.5746	NPC316141
Remote Similarity	0.5745	NPC311054
Remote Similarity	0.5745	NPC248782
Remote Similarity	0.5745	NPC112752
Remote Similarity	0.5745	NPC472284
Remote Similarity	0.5744	NPC130931
Remote Similarity	0.5744	NPC474366
Remote Similarity	0.5743	NPC478141
Remote Similarity	0.5738	NPC39500
Remote Similarity	0.5738	NPC89508
Remote Similarity	0.5735	NPC314222
Remote Similarity	0.5735	NPC196449
Remote Similarity	0.5734	NPC199737
Remote Similarity	0.5732	NPC195636
Remote Similarity	0.5732	NPC132539
Remote Similarity	0.5732	NPC312645
Remote Similarity	0.5727	NPC470317
Remote Similarity	0.5727	NPC471785
Remote Similarity	0.5727	NPC472114
Remote Similarity	0.5727	NPC472115
Remote Similarity	0.5726	NPC472099
Remote Similarity	0.5726	NPC150239
Remote Similarity	0.5726	NPC323969
Remote Similarity	0.5726	NPC171787
Remote Similarity	0.5726	NPC39679
Remote Similarity	0.5721	NPC262725
Remote Similarity	0.5721	NPC150308
Remote Similarity	0.572	NPC103361
Remote Similarity	0.572	NPC313627

Drug Structure

NPD692 OpenBabel08201723412D 25 26 0 0 0 0 0 0 0 0999 V2000 7.0388 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0388 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 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 3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0878 1.6750 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 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 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 2 0 0 0 0 2 7 2 0 0 0 0 3 20 1 0 0 0 0 4 8 2 0 0 0 0 4 11 1 0 0 0 0 5 9 1 0 0 0 0 5 10 2 0 0 0 0 6 7 1 0 0 0 0 6 15 1 0 0 0 0 7 20 1 0 0 0 0 8 10 1 0 0 0 0 8 12 1 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 10 15 1 0 0 0 0 11 21 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 14 21 1 0 0 0 0 14 22 1 0 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 17 25 1 0 0 0 0 18 21 2 0 0 0 0 19 21 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000043
DrugBank	DB00695
ChEMBL	CHEMBL35
IUPHAR/BPS	4839
PharmaGKB	PA449719
KEGG Drug	D00331
PubChem CID	3440
ChEBI	47426
CAS Number	54-31-9

Drug Properties

Molecular Weight	330.01
ALogP	-0.9949
MLogP	1.79
XLogP	0.884
HDA	6
HBD	3
Rotatable Bonds	8
TPSA	131.01
RO5 Violation	0