NPASS drugs

Drug Information

Drug ID:	NPD1615
Drug Name:	Xipamide
Molecular Formula:	C15H15ClN2O4S
Canonical SMILES:	Oc1cc(Cl)c(cc1C(=Nc1c(C)cccc1C)O)S(=O)(=O)N
Standard InCHI:	InChI=1S/C15H15ClN2O4S/c1-8-4-3-5-9(2)14(8)18-15(20)10-6-13(23(17,21)22)11(16)7-12(10)19/h3-7,19H,1-2H3,(H,18,20)(H2,17,21,22)
Standard InCHIKey:	MTZBBNMLMNBNJL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1615

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	268
0.1-0.2	2678
0.2-0.3	10296
0.3-0.4	4238
0.4-0.5	12128
0.5-0.6	1261
0.6-0.7	21
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	0.6966	NPC208280
Remote Similarity	0.6833	NPC288430
Remote Similarity	0.6571	NPC322283
Remote Similarity	0.645	NPC126637
Remote Similarity	0.6348	NPC184161
Remote Similarity	0.627	NPC238430
Remote Similarity	0.6264	NPC291359
Remote Similarity	0.6257	NPC166667
Remote Similarity	0.623	NPC306366
Remote Similarity	0.6166	NPC471785
Remote Similarity	0.6164	NPC222982
Remote Similarity	0.6129	NPC153690
Remote Similarity	0.6122	NPC232872
Remote Similarity	0.6096	NPC19555
Remote Similarity	0.6065	NPC37584
Remote Similarity	0.6057	NPC314113
Remote Similarity	0.6043	NPC204179
Remote Similarity	0.6032	NPC257354
Remote Similarity	0.6025	NPC147957
Remote Similarity	0.601	NPC295287
Remote Similarity	0.6	NPC272375
Remote Similarity	0.599	NPC168153
Remote Similarity	0.5989	NPC219383
Remote Similarity	0.5976	NPC477839
Remote Similarity	0.5968	NPC235628
Remote Similarity	0.5962	NPC76327
Remote Similarity	0.596	NPC315921
Remote Similarity	0.5955	NPC323798
Remote Similarity	0.5936	NPC475983
Remote Similarity	0.5936	NPC289776
Remote Similarity	0.5936	NPC191863
Remote Similarity	0.5936	NPC133470
Remote Similarity	0.5932	NPC470090
Remote Similarity	0.5912	NPC227553
Remote Similarity	0.5906	NPC185313
Remote Similarity	0.5896	NPC184437
Remote Similarity	0.5892	NPC10730
Remote Similarity	0.5892	NPC10875
Remote Similarity	0.589	NPC38458
Remote Similarity	0.589	NPC311737
Remote Similarity	0.5886	NPC255721
Remote Similarity	0.5882	NPC259098
Remote Similarity	0.5882	NPC197680
Remote Similarity	0.5879	NPC317564
Remote Similarity	0.5876	NPC9475
Remote Similarity	0.5872	NPC313466
Remote Similarity	0.5866	NPC477890
Remote Similarity	0.5849	NPC9336
Remote Similarity	0.5846	NPC126515
Remote Similarity	0.5846	NPC472331
Remote Similarity	0.5846	NPC274002
Remote Similarity	0.5843	NPC324702
Remote Similarity	0.5838	NPC192939
Remote Similarity	0.5838	NPC215747
Remote Similarity	0.5829	NPC103250
Remote Similarity	0.5828	NPC82963
Remote Similarity	0.5823	NPC96224
Remote Similarity	0.5823	NPC24101
Remote Similarity	0.5806	NPC477889
Remote Similarity	0.5802	NPC118202
Remote Similarity	0.58	NPC219170
Remote Similarity	0.58	NPC180253
Remote Similarity	0.5799	NPC33402
Remote Similarity	0.5799	NPC325013
Remote Similarity	0.5787	NPC260118
Remote Similarity	0.5779	NPC28425
Remote Similarity	0.5767	NPC317254
Remote Similarity	0.5764	NPC294244
Remote Similarity	0.5758	NPC212535
Remote Similarity	0.5758	NPC311936
Remote Similarity	0.575	NPC474149
Remote Similarity	0.5749	NPC86966
Remote Similarity	0.5749	NPC284078
Remote Similarity	0.5744	NPC473432
Remote Similarity	0.5736	NPC265383
Remote Similarity	0.5729	NPC119579
Remote Similarity	0.5723	NPC283760
Remote Similarity	0.5723	NPC43275
Remote Similarity	0.5722	NPC60553
Remote Similarity	0.5722	NPC225381
Remote Similarity	0.5722	NPC474409
Remote Similarity	0.5714	NPC475411
Remote Similarity	0.5706	NPC205652
Remote Similarity	0.5705	NPC178902
Remote Similarity	0.57	NPC276060
Remote Similarity	0.57	NPC474498
Remote Similarity	0.57	NPC94943
Remote Similarity	0.5698	NPC477838
Remote Similarity	0.5698	NPC26576
Remote Similarity	0.5698	NPC477837
Remote Similarity	0.5696	NPC231705
Remote Similarity	0.5693	NPC22928
Remote Similarity	0.569	NPC476687
Remote Similarity	0.569	NPC476685
Remote Similarity	0.569	NPC476689
Remote Similarity	0.5689	NPC112823
Remote Similarity	0.5687	NPC258056
Remote Similarity	0.5685	NPC88363
Remote Similarity	0.5684	NPC72291
Remote Similarity	0.568	NPC471315
Remote Similarity	0.568	NPC471314
Remote Similarity	0.5677	NPC328793
Remote Similarity	0.5663	NPC5932
Remote Similarity	0.566	NPC142297
Remote Similarity	0.5657	NPC249662
Remote Similarity	0.5657	NPC166624
Remote Similarity	0.565	NPC190007
Remote Similarity	0.5644	NPC91452
Remote Similarity	0.5642	NPC106688
Remote Similarity	0.5629	NPC268572
Remote Similarity	0.5625	NPC146096
Remote Similarity	0.5625	NPC63698
Remote Similarity	0.5625	NPC61885
Remote Similarity	0.5616	NPC128751
Remote Similarity	0.5616	NPC246700
Remote Similarity	0.5612	NPC95412
Remote Similarity	0.5611	NPC280853
Remote Similarity	0.561	NPC470550
Remote Similarity	0.5605	NPC471310
Remote Similarity	0.56	NPC326966

Drug Structure

NPD1615 OpenBabel08211701082D 27 28 0 0 0 0 0 0 0 0999 V2000 -2.5981 4.5000 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 -5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 0.0000 3.0000 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 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 Cl 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 -2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 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 1.0000 -0.0000 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 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 9 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 2 0 0 0 0 6 13 1 0 0 0 0 7 11 1 0 0 0 0 7 12 2 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 15 1 0 0 0 0 11 13 2 0 0 0 0 11 16 1 0 0 0 0 12 19 1 0 0 0 0 13 23 1 0 0 0 0 14 18 1 0 0 0 0 15 18 2 3 0 0 0 15 20 1 0 0 0 0 17 23 1 0 0 0 0 17 24 1 0 0 0 0 17 25 1 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 21 23 2 0 0 0 0 22 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003040
DrugBank
ChEMBL
IUPHAR/BPS	7900
PharmaGKB
KEGG Drug
PubChem CID	26618
ChEBI
CAS Number

Drug Properties

Molecular Weight	354.04
ALogP	0.5499
MLogP	2.23
XLogP	2.823
HDA	5
HBD	3
Rotatable Bonds	9
TPSA	121.36
RO5 Violation	0