NPASS drugs

Drug Information

Drug ID:	NPD6712
Drug Name:	Clofazimine
Molecular Formula:	C27H22Cl2N4
Canonical SMILES:	Clc1ccc(cc1)Nc1cc2nc3ccccc3n(c2cc1=NC(C)C)c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C27H22Cl2N4/c1-17(2)30-24-16-27-25(15-23(24)31-20-11-7-18(28)8-12-20)32-22-5-3-4-6-26(22)33(27)21-13-9-19(29)10-14-21/h3-17,31H,1-2H3
Standard InCHIKey:	WDQPAMHFFCXSNU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6712

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	1018
0.1-0.2	10673
0.2-0.3	13309
0.3-0.4	3296
0.4-0.5	2101
0.5-0.6	455
0.6-0.7	36
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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
High Similarity	1.0	NPC469949
Intermediate Similarity	0.7328	NPC125416
Remote Similarity	0.6889	NPC313449
Remote Similarity	0.6718	NPC77294
Remote Similarity	0.6716	NPC296163
Remote Similarity	0.6667	NPC9856
Remote Similarity	0.6642	NPC192209
Remote Similarity	0.6639	NPC229477
Remote Similarity	0.6622	NPC325599
Remote Similarity	0.6496	NPC143156
Remote Similarity	0.6463	NPC53044
Remote Similarity	0.6385	NPC291610
Remote Similarity	0.635	NPC187036
Remote Similarity	0.6343	NPC302790
Remote Similarity	0.6258	NPC475990
Remote Similarity	0.6241	NPC313362
Remote Similarity	0.6236	NPC316018
Remote Similarity	0.6236	NPC315617
Remote Similarity	0.6236	NPC316359
Remote Similarity	0.6236	NPC314058
Remote Similarity	0.6235	NPC476464
Remote Similarity	0.6224	NPC475915
Remote Similarity	0.6212	NPC474430
Remote Similarity	0.6198	NPC134825
Remote Similarity	0.6154	NPC317564
Remote Similarity	0.6148	NPC79618
Remote Similarity	0.6148	NPC434
Remote Similarity	0.6143	NPC288232
Remote Similarity	0.6129	NPC315348
Remote Similarity	0.6129	NPC32002
Remote Similarity	0.6115	NPC314141
Remote Similarity	0.6061	NPC221786
Remote Similarity	0.6061	NPC477591
Remote Similarity	0.6061	NPC474880
Remote Similarity	0.6034	NPC314919
Remote Similarity	0.6031	NPC317642
Remote Similarity	0.6024	NPC229173
Remote Similarity	0.6014	NPC252794
Remote Similarity	0.5973	NPC476950
Remote Similarity	0.5926	NPC328877
Remote Similarity	0.5924	NPC88097
Remote Similarity	0.5921	NPC22079
Remote Similarity	0.5912	NPC20144
Remote Similarity	0.5906	NPC240134
Remote Similarity	0.5871	NPC198988
Remote Similarity	0.5844	NPC184437
Remote Similarity	0.5844	NPC313352
Remote Similarity	0.5839	NPC469735
Remote Similarity	0.5833	NPC325252
Remote Similarity	0.5814	NPC474897
Remote Similarity	0.5802	NPC469740
Remote Similarity	0.5793	NPC206592
Remote Similarity	0.5786	NPC115611
Remote Similarity	0.5783	NPC476219
Remote Similarity	0.5779	NPC475450
Remote Similarity	0.5771	NPC280852
Remote Similarity	0.575	NPC473868
Remote Similarity	0.575	NPC63157
Remote Similarity	0.5742	NPC473930
Remote Similarity	0.5732	NPC218268
Remote Similarity	0.5714	NPC320863
Remote Similarity	0.5697	NPC33421
Remote Similarity	0.5696	NPC125746
Remote Similarity	0.5696	NPC314102
Remote Similarity	0.5696	NPC251722
Remote Similarity	0.5689	NPC476297
Remote Similarity	0.5687	NPC2949
Remote Similarity	0.5687	NPC284635
Remote Similarity	0.5687	NPC59084
Remote Similarity	0.5685	NPC264580
Remote Similarity	0.5685	NPC320656
Remote Similarity	0.568	NPC206819
Remote Similarity	0.568	NPC318065
Remote Similarity	0.5671	NPC21605
Remote Similarity	0.5663	NPC117032
Remote Similarity	0.5658	NPC250361
Remote Similarity	0.5658	NPC145754
Remote Similarity	0.5652	NPC476454
Remote Similarity	0.5649	NPC473587
Remote Similarity	0.5646	NPC54102
Remote Similarity	0.5646	NPC162689
Remote Similarity	0.5645	NPC307456
Remote Similarity	0.5644	NPC469525
Remote Similarity	0.5644	NPC204141
Remote Similarity	0.5643	NPC164802
Remote Similarity	0.5636	NPC37548
Remote Similarity	0.5633	NPC216159
Remote Similarity	0.563	NPC213774
Remote Similarity	0.5629	NPC325903
Remote Similarity	0.5629	NPC122718
Remote Similarity	0.5621	NPC193740
Remote Similarity	0.5617	NPC136002
Remote Similarity	0.5613	NPC475428
Remote Similarity	0.5613	NPC476689
Remote Similarity	0.5613	NPC476687
Remote Similarity	0.5613	NPC476685
Remote Similarity	0.5611	NPC471609
Remote Similarity	0.56	NPC41174

Drug Structure

NPD6712 OpenBabel08211710072D 34 38 0 0 0 0 0 0 0 0999 V2000 -2.5981 1.5000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -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 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 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 -4.3301 -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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 22 2 0 0 0 0 6 26 2 0 0 0 0 7 11 1 0 0 0 0 7 18 2 0 0 0 0 8 12 2 0 0 0 0 8 18 1 0 0 0 0 9 13 1 0 0 0 0 9 19 2 0 0 0 0 10 14 2 0 0 0 0 10 19 1 0 0 0 0 11 20 2 0 0 0 0 12 20 1 0 0 0 0 13 21 2 0 0 0 0 14 21 1 0 0 0 0 15 23 2 0 0 0 0 15 25 1 0 0 0 0 16 24 1 0 0 0 0 16 27 2 0 0 0 0 17 30 1 0 0 0 0 18 28 1 0 0 0 0 19 29 1 0 0 0 0 20 31 1 0 0 0 0 21 33 1 0 0 0 0 22 26 1 0 0 0 0 22 32 1 0 0 0 0 23 24 1 0 0 0 0 23 31 1 0 0 0 0 24 30 2 3 0 0 0 25 27 1 0 0 0 0 25 32 2 0 0 0 0 26 33 1 0 0 0 0 27 33 1 0 0 0 0 31 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000789
DrugBank	DB00845
ChEMBL	CHEMBL1292
IUPHAR/BPS	9184
PharmaGKB	PA164748759
KEGG Drug	D00278
PubChem CID
ChEBI	3749
CAS Number	2030-63-9

Drug Properties

Molecular Weight	472.12
ALogP	0.6389
MLogP	3.77
XLogP	8.655
HDA	4
HBD	1
Rotatable Bonds	8
TPSA	39.99
RO5 Violation	1