NPASS drugs

Drug Information

Drug ID:	NPD1590
Drug Name:	Bendroflumethiazide
Molecular Formula:	C15H14F3N3O4S2
Canonical SMILES:	O=S1(=O)NC(Cc2ccccc2)Nc2c1cc(c(c2)C(F)(F)F)S(=O)(=O)N
Standard InCHI:	InChI=1S/C15H14F3N3O4S2/c16-15(17,18)10-7-11-13(8-12(10)26(19,22)23)27(24,25)21-14(20-11)6-9-4-2-1-3-5-9/h1-5,7-8,14,20-21H,6H2,(H2,19,22,23)
Standard InCHIKey:	HDWIHXWEUNVBIY-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1590

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	660
0.1-0.2	9127
0.2-0.3	12791
0.3-0.4	5810
0.4-0.5	2169
0.5-0.6	316
0.6-0.7	15
0.7-0.8	2
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	0.7192	NPC321053
Intermediate Similarity	0.7143	NPC473417
Remote Similarity	0.6959	NPC328590
Remote Similarity	0.6569	NPC328877
Remote Similarity	0.649	NPC252794
Remote Similarity	0.6423	NPC291610
Remote Similarity	0.6383	NPC302790
Remote Similarity	0.6336	NPC315403
Remote Similarity	0.6331	NPC469897
Remote Similarity	0.6312	NPC79618
Remote Similarity	0.6312	NPC434
Remote Similarity	0.6301	NPC218710
Remote Similarity	0.6267	NPC475915
Remote Similarity	0.6129	NPC145754
Remote Similarity	0.6047	NPC316910
Remote Similarity	0.6037	NPC473429
Remote Similarity	0.6012	NPC109787
Remote Similarity	0.5946	NPC314141
Remote Similarity	0.594	NPC43655
Remote Similarity	0.5909	NPC229477
Remote Similarity	0.5894	NPC313449
Remote Similarity	0.587	NPC329430
Remote Similarity	0.5852	NPC107135
Remote Similarity	0.5839	NPC108800
Remote Similarity	0.5833	NPC169016
Remote Similarity	0.5829	NPC474791
Remote Similarity	0.5824	NPC321617
Remote Similarity	0.5809	NPC191444
Remote Similarity	0.5806	NPC268534
Remote Similarity	0.5776	NPC476687
Remote Similarity	0.5776	NPC476689
Remote Similarity	0.5776	NPC476685
Remote Similarity	0.5762	NPC288232
Remote Similarity	0.5758	NPC134825
Remote Similarity	0.5746	NPC258046
Remote Similarity	0.5735	NPC176858
Remote Similarity	0.5733	NPC187036
Remote Similarity	0.5698	NPC473329
Remote Similarity	0.5679	NPC282398
Remote Similarity	0.5662	NPC297532
Remote Similarity	0.565	NPC276085
Remote Similarity	0.5633	NPC192533
Remote Similarity	0.5629	NPC296163
Remote Similarity	0.5625	NPC476140
Remote Similarity	0.5621	NPC125416
Remote Similarity	0.5621	NPC313673
Remote Similarity	0.5616	NPC313362
Remote Similarity	0.5603	NPC317400

Drug Structure

NPD1590 OpenBabel08211701082D 31 33 0 0 1 0 0 0 0 0999 V2000 7.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 -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 7.0000 -0.0000 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 6.0000 -0.0000 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 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 3 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -2.7321 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -2.2321 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.7321 0.0000 F 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 N 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 3.0000 2.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1340 2.2321 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 3.0000 1.7321 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 4.5000 2.5981 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 5 2 0 0 0 0 4 9 2 0 0 0 0 5 9 1 0 0 0 0 6 9 1 0 0 0 0 6 14 1 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 8 13 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 20 1 0 0 0 0 12 26 1 0 0 0 0 13 27 1 0 0 0 0 14 20 1 0 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 15 18 1 0 0 0 0 19 26 1 0 0 0 0 19 28 1 0 0 0 0 19 29 1 0 0 0 0 20 30 1 0 0 0 0 21 27 1 0 0 0 0 21 31 1 0 0 0 0 22 26 2 0 0 0 0 23 26 2 0 0 0 0 24 27 2 0 0 0 0 25 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000188
DrugBank	DB00436
ChEMBL	CHEMBL1684
IUPHAR/BPS	7122
PharmaGKB	PA448563
KEGG Drug	D00650
PubChem CID	2315
ChEBI	3013
CAS Number	73-48-3

Drug Properties

Molecular Weight	421.04
ALogP	-0.8075
MLogP	1.79
XLogP	3.48
HDA	7
HBD	3
Rotatable Bonds	8
TPSA	135.12
RO5 Violation	0