NPASS drugs

Drug Information

Drug ID:	NPD542
Drug Name:	Rimeporide
Molecular Formula:	C11H15N3O5S2
Canonical SMILES:	NC(=N)N=C(c1cc(c(cc1C)S(=O)(=O)C)S(=O)(=O)C)O
Standard InCHI:	InChI=1S/C11H15N3O5S2/c1-6-4-8(20(2,16)17)9(21(3,18)19)5-7(6)10(15)14-11(12)13/h4-5H,1-3H3,(H4,12,13,14,15)
Standard InCHIKey:	GROMEQPXDKRRIE-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD542

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	101
0.1-0.2	1518
0.2-0.3	8128
0.3-0.4	11784
0.4-0.5	8440
0.5-0.6	897
0.6-0.7	21
0.7-0.8	1
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
Intermediate Similarity	0.7025	NPC328793
Remote Similarity	0.687	NPC198747
Remote Similarity	0.6829	NPC318154
Remote Similarity	0.6667	NPC146703
Remote Similarity	0.6583	NPC265521
Remote Similarity	0.6557	NPC317400
Remote Similarity	0.6504	NPC33168
Remote Similarity	0.6496	NPC324702
Remote Similarity	0.6423	NPC3371
Remote Similarity	0.6377	NPC273830
Remote Similarity	0.6261	NPC192623
Remote Similarity	0.6259	NPC86966
Remote Similarity	0.6239	NPC172984
Remote Similarity	0.619	NPC184465
Remote Similarity	0.619	NPC107619
Remote Similarity	0.6187	NPC112823
Remote Similarity	0.6154	NPC211551
Remote Similarity	0.6068	NPC133050
Remote Similarity	0.6063	NPC315921
Remote Similarity	0.6016	NPC172128
Remote Similarity	0.6015	NPC153690
Remote Similarity	0.6014	NPC166624
Remote Similarity	0.5964	NPC208280
Remote Similarity	0.595	NPC474211
Remote Similarity	0.5928	NPC288430
Remote Similarity	0.5917	NPC168855
Remote Similarity	0.5912	NPC474544
Remote Similarity	0.5912	NPC1986
Remote Similarity	0.5887	NPC283760
Remote Similarity	0.5887	NPC258627
Remote Similarity	0.5882	NPC163674
Remote Similarity	0.5882	NPC99394
Remote Similarity	0.5882	NPC329319
Remote Similarity	0.5882	NPC87299
Remote Similarity	0.5882	NPC103326
Remote Similarity	0.5882	NPC227553
Remote Similarity	0.5878	NPC178902
Remote Similarity	0.5868	NPC474354
Remote Similarity	0.5865	NPC231705
Remote Similarity	0.5857	NPC254088
Remote Similarity	0.5852	NPC258056
Remote Similarity	0.5847	NPC328178
Remote Similarity	0.5845	NPC326232
Remote Similarity	0.5827	NPC20142
Remote Similarity	0.5827	NPC317254
Remote Similarity	0.5827	NPC215351
Remote Similarity	0.5821	NPC142297
Remote Similarity	0.5821	NPC37584
Remote Similarity	0.582	NPC93843
Remote Similarity	0.5814	NPC290515
Remote Similarity	0.5814	NPC303611
Remote Similarity	0.5814	NPC164514
Remote Similarity	0.5814	NPC108606
Remote Similarity	0.5814	NPC226096
Remote Similarity	0.5813	NPC322283
Remote Similarity	0.5809	NPC474149
Remote Similarity	0.5806	NPC1793
Remote Similarity	0.5806	NPC199567
Remote Similarity	0.5802	NPC327226
Remote Similarity	0.5798	NPC117180
Remote Similarity	0.5785	NPC304538
Remote Similarity	0.5781	NPC25565
Remote Similarity	0.5772	NPC211237
Remote Similarity	0.5769	NPC275104
Remote Similarity	0.5764	NPC109151
Remote Similarity	0.5755	NPC118202
Remote Similarity	0.575	NPC14326
Remote Similarity	0.5743	NPC202776
Remote Similarity	0.5738	NPC3210
Remote Similarity	0.5736	NPC475439
Remote Similarity	0.5736	NPC473501
Remote Similarity	0.5726	NPC325441
Remote Similarity	0.5726	NPC66655
Remote Similarity	0.5714	NPC304761
Remote Similarity	0.5714	NPC150254
Remote Similarity	0.5714	NPC226438
Remote Similarity	0.5714	NPC147000
Remote Similarity	0.5714	NPC226778
Remote Similarity	0.5703	NPC303045
Remote Similarity	0.5703	NPC58674
Remote Similarity	0.5703	NPC245187
Remote Similarity	0.5703	NPC161972
Remote Similarity	0.5692	NPC229242
Remote Similarity	0.568	NPC470877
Remote Similarity	0.5672	NPC472919
Remote Similarity	0.5669	NPC128645
Remote Similarity	0.5664	NPC43275
Remote Similarity	0.5662	NPC96224
Remote Similarity	0.5662	NPC24101
Remote Similarity	0.5658	NPC163810
Remote Similarity	0.5646	NPC4974
Remote Similarity	0.5645	NPC471638
Remote Similarity	0.5635	NPC121872
Remote Similarity	0.5635	NPC209764
Remote Similarity	0.5635	NPC141139
Remote Similarity	0.5635	NPC78041
Remote Similarity	0.5635	NPC159178
Remote Similarity	0.5635	NPC471307
Remote Similarity	0.5635	NPC74936
Remote Similarity	0.5634	NPC311737
Remote Similarity	0.5634	NPC38458
Remote Similarity	0.5625	NPC474649
Remote Similarity	0.5625	NPC474652
Remote Similarity	0.562	NPC71266
Remote Similarity	0.5606	NPC214200
Remote Similarity	0.5606	NPC289117
Remote Similarity	0.5606	NPC469481
Remote Similarity	0.5606	NPC228400
Remote Similarity	0.56	NPC407
Remote Similarity	0.56	NPC307235
Remote Similarity	0.56	NPC23167

Drug Structure

NPD542 OpenBabel08201723202D 25 25 0 0 0 0 0 0 0 0999 V2000 -3.8462 1.6654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0904 -1.1847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4038 0.8327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3654 -0.8327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3654 0.8327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8462 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9231 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4038 -0.8327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8077 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2500 -0.8327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7308 -1.6654 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7308 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2885 -0.8327 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2885 0.8327 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9615 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9615 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4423 -2.4982 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7558 -2.1462 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 -1.9231 -1.6654 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -7.6923 -1.6654 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6923 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2500 0.8327 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8077 1.6654 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 7 1 0 0 0 0 7 10 1 0 0 0 0 8 9 2 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 14 2 3 0 0 0 10 15 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 11 14 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 13 24 1 0 0 0 0 15 25 1 0 0 0 0 16 20 2 0 0 0 0 17 20 2 0 0 0 0 18 21 2 0 0 0 0 19 21 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	333.05
ALogP	-0.6898
MLogP	1.57
XLogP	0.135
HDA	8
HBD	3
Rotatable Bonds	9
TPSA	167.5
RO5 Violation	0