NPASS drugs

Drug Information

Drug ID:	NPD1214
Drug Name:	Chlorthalidone
Molecular Formula:	C14H11ClN2O4S
Canonical SMILES:	Clc1ccc(cc1S(=O)(=O)N)C1(O)N=C(c2c1cccc2)O
Standard InCHI:	InChI=1S/C14H11ClN2O4S/c15-11-6-5-8(7-12(11)22(16,20)21)14(19)10-4-2-1-3-9(10)13(18)17-14/h1-7,19H,(H,17,18)(H2,16,20,21)
Standard InCHIKey:	JIVPVXMEBJLZRO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1214

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	217
0.1-0.2	1374
0.2-0.3	7894
0.3-0.4	10003
0.4-0.5	10536
0.5-0.6	852
0.6-0.7	14
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	0.6791	NPC328793
Remote Similarity	0.6608	NPC208280
Remote Similarity	0.6331	NPC471310
Remote Similarity	0.6327	NPC147957
Remote Similarity	0.6241	NPC211551
Remote Similarity	0.6204	NPC33168
Remote Similarity	0.6193	NPC288430
Remote Similarity	0.6121	NPC477890
Remote Similarity	0.6111	NPC153690
Remote Similarity	0.6095	NPC322283
Remote Similarity	0.6081	NPC470550
Remote Similarity	0.6081	NPC471318
Remote Similarity	0.6014	NPC474559
Remote Similarity	0.6013	NPC273830
Remote Similarity	0.5915	NPC318154
Remote Similarity	0.5909	NPC284078
Remote Similarity	0.5896	NPC198747
Remote Similarity	0.5882	NPC316108
Remote Similarity	0.5867	NPC205652
Remote Similarity	0.5855	NPC311737
Remote Similarity	0.5855	NPC38458
Remote Similarity	0.5854	NPC316906
Remote Similarity	0.5849	NPC197680
Remote Similarity	0.5849	NPC259098
Remote Similarity	0.5833	NPC471315
Remote Similarity	0.5833	NPC471314
Remote Similarity	0.5823	NPC278097
Remote Similarity	0.5822	NPC37584
Remote Similarity	0.5806	NPC324702
Remote Similarity	0.5805	NPC18614
Remote Similarity	0.5802	NPC3202
Remote Similarity	0.58	NPC1986
Remote Similarity	0.58	NPC474544
Remote Similarity	0.58	NPC91452
Remote Similarity	0.5797	NPC265521
Remote Similarity	0.5789	NPC82963
Remote Similarity	0.5782	NPC24101
Remote Similarity	0.5782	NPC96224
Remote Similarity	0.5776	NPC185313
Remote Similarity	0.5769	NPC109151
Remote Similarity	0.5767	NPC184437
Remote Similarity	0.5766	NPC172128
Remote Similarity	0.5764	NPC178681
Remote Similarity	0.5759	NPC472414
Remote Similarity	0.5758	NPC166667
Remote Similarity	0.575	NPC295478
Remote Similarity	0.5747	NPC52475
Remote Similarity	0.5745	NPC474498
Remote Similarity	0.5742	NPC317564
Remote Similarity	0.5742	NPC326232
Remote Similarity	0.5741	NPC42423
Remote Similarity	0.5724	NPC244403
Remote Similarity	0.5722	NPC471785
Remote Similarity	0.5714	NPC146703
Remote Similarity	0.5705	NPC313981
Remote Similarity	0.5689	NPC106688
Remote Similarity	0.5677	NPC268572
Remote Similarity	0.5677	NPC43275
Remote Similarity	0.5676	NPC146096
Remote Similarity	0.5674	NPC3371
Remote Similarity	0.5671	NPC90693
Remote Similarity	0.5671	NPC132847
Remote Similarity	0.5671	NPC64897
Remote Similarity	0.5663	NPC126637
Remote Similarity	0.566	NPC4974
Remote Similarity	0.5658	NPC118202
Remote Similarity	0.5652	NPC71271
Remote Similarity	0.5652	NPC477839
Remote Similarity	0.5641	NPC112823
Remote Similarity	0.5635	NPC238430
Remote Similarity	0.5634	NPC311242
Remote Similarity	0.5633	NPC472415
Remote Similarity	0.5621	NPC317254
Remote Similarity	0.5614	NPC328824
Remote Similarity	0.5614	NPC44649
Remote Similarity	0.5613	NPC122009
Remote Similarity	0.5612	NPC226438
Remote Similarity	0.561	NPC166624
Remote Similarity	0.5605	NPC86966
Remote Similarity	0.56	NPC474149

Drug Structure

NPD1214 OpenBabel08211700192D 26 28 0 0 1 0 0 0 0 0999 V2000 -3.8061 5.1473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8551 5.4563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0140 4.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1119 4.7872 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 0.8660 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 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3198 3.8090 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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 3 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 -2.3198 2.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0799 1.9122 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 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 -4.9935 2.3190 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 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 9 2 0 0 0 0 4 10 2 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 11 1 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 14 1 0 0 0 0 9 10 1 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 11 12 2 0 0 0 0 11 15 1 0 0 0 0 12 22 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 17 1 0 0 0 0 14 19 1 0 0 0 0 16 22 1 0 0 0 0 16 23 1 0 0 0 0 16 24 1 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 20 22 2 0 0 0 0 21 22 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000521
DrugBank	DB00310
ChEMBL	CHEMBL1055
IUPHAR/BPS	7147
PharmaGKB	PA448970
KEGG Drug	D00272
PubChem CID	2732
ChEBI	3654
CAS Number	77-36-1

Drug Properties

Molecular Weight	338.01
ALogP	-0.7141
MLogP	2.12
XLogP	1.815
HDA	6
HBD	3
Rotatable Bonds	6
TPSA	121.36
RO5 Violation	0