NPASS drugs

Drug Information

Drug ID:	NPD2821
Drug Name:	Tranilast
Molecular Formula:	C18H17NO5
Canonical SMILES:	COc1cc(/C=C/C(=Nc2ccccc2C(=O)O)O)ccc1OC
Standard InCHI:	InChI=1S/C18H17NO5/c1-23-15-9-7-12(11-16(15)24-2)8-10-17(20)19-14-6-4-3-5-13(14)18(21)22/h3-11H,1-2H3,(H,19,20)(H,21,22)/b10-8+
Standard InCHIKey:	NZHGWWWHIYHZNX-CSKARUKUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2821

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	194
0.1-0.2	1066
0.2-0.3	3783
0.3-0.4	8565
0.4-0.5	2471
0.5-0.6	9073
0.6-0.7	5568
0.7-0.8	168
0.8-0.85	2
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	0.8343	NPC9475
Intermediate Similarity	0.8035	NPC85613
Intermediate Similarity	0.7963	NPC153644
Intermediate Similarity	0.7931	NPC98416
Intermediate Similarity	0.7931	NPC283810
Intermediate Similarity	0.7829	NPC5167
Intermediate Similarity	0.7759	NPC8467
Intermediate Similarity	0.7758	NPC478189
Intermediate Similarity	0.7725	NPC16249
Intermediate Similarity	0.7692	NPC235628
Intermediate Similarity	0.7673	NPC471316
Intermediate Similarity	0.7588	NPC93653
Intermediate Similarity	0.7456	NPC58661
Intermediate Similarity	0.7416	NPC315631
Intermediate Similarity	0.741	NPC315829
Intermediate Similarity	0.7381	NPC182119
Intermediate Similarity	0.7372	NPC301713
Intermediate Similarity	0.7358	NPC214869
Intermediate Similarity	0.7356	NPC299582
Intermediate Similarity	0.7344	NPC268077
Intermediate Similarity	0.7342	NPC52029
Intermediate Similarity	0.7342	NPC35961
Intermediate Similarity	0.7342	NPC195749
Intermediate Similarity	0.7325	NPC276466
Intermediate Similarity	0.7325	NPC122235
Intermediate Similarity	0.7325	NPC123228
Intermediate Similarity	0.7325	NPC123722
Intermediate Similarity	0.7325	NPC5018
Intermediate Similarity	0.7325	NPC151167
Intermediate Similarity	0.7296	NPC114102
Intermediate Similarity	0.7296	NPC220241
Intermediate Similarity	0.7296	NPC66905
Intermediate Similarity	0.7296	NPC285776
Intermediate Similarity	0.7296	NPC295479
Intermediate Similarity	0.729	NPC226794
Intermediate Similarity	0.7284	NPC43218
Intermediate Similarity	0.7278	NPC155838
Intermediate Similarity	0.7273	NPC326065
Intermediate Similarity	0.7261	NPC84076
Intermediate Similarity	0.7261	NPC303680
Intermediate Similarity	0.7261	NPC90128
Intermediate Similarity	0.7261	NPC179777
Intermediate Similarity	0.7256	NPC284409
Intermediate Similarity	0.7254	NPC163829
Intermediate Similarity	0.7246	NPC473090
Intermediate Similarity	0.7239	NPC90431
Intermediate Similarity	0.7233	NPC304622
Intermediate Similarity	0.7229	NPC323798
Intermediate Similarity	0.7219	NPC144691
Intermediate Similarity	0.7216	NPC158551
Intermediate Similarity	0.7216	NPC127362
Intermediate Similarity	0.7216	NPC314861
Intermediate Similarity	0.7215	NPC186898
Intermediate Similarity	0.7215	NPC251571
Intermediate Similarity	0.7209	NPC10730
Intermediate Similarity	0.7209	NPC10875
Intermediate Similarity	0.7205	NPC111888
Intermediate Similarity	0.7202	NPC207971
Intermediate Similarity	0.7202	NPC132771
Intermediate Similarity	0.7197	NPC289459
Intermediate Similarity	0.7194	NPC85661
Intermediate Similarity	0.7175	NPC35345
Intermediate Similarity	0.7169	NPC908
Intermediate Similarity	0.7169	NPC138438
Intermediate Similarity	0.7169	NPC28398
Intermediate Similarity	0.716	NPC283823
Intermediate Similarity	0.716	NPC159418
Intermediate Similarity	0.7152	NPC213552
Intermediate Similarity	0.7152	NPC276014
Intermediate Similarity	0.7152	NPC120225
Intermediate Similarity	0.7143	NPC475983
Intermediate Similarity	0.7143	NPC46679
Intermediate Similarity	0.7143	NPC93882
Intermediate Similarity	0.7143	NPC130595
Intermediate Similarity	0.7134	NPC41473
Intermediate Similarity	0.7134	NPC14600
Intermediate Similarity	0.7134	NPC160607
Intermediate Similarity	0.7134	NPC204848
Intermediate Similarity	0.7134	NPC312770
Intermediate Similarity	0.7134	NPC246704
Intermediate Similarity	0.7125	NPC241354
Intermediate Similarity	0.7124	NPC205502
Intermediate Similarity	0.712	NPC71124
Intermediate Similarity	0.7117	NPC6913
Intermediate Similarity	0.7113	NPC473460
Intermediate Similarity	0.7108	NPC288452
Intermediate Similarity	0.7108	NPC289690
Intermediate Similarity	0.7107	NPC153990
Intermediate Similarity	0.7107	NPC171882
Intermediate Similarity	0.7107	NPC121510
Intermediate Similarity	0.7104	NPC270301
Intermediate Similarity	0.7104	NPC260118
Intermediate Similarity	0.7099	NPC313737
Intermediate Similarity	0.7099	NPC6854
Intermediate Similarity	0.7099	NPC285078
Intermediate Similarity	0.7097	NPC471877
Intermediate Similarity	0.7091	NPC299583
Intermediate Similarity	0.709	NPC254957
Intermediate Similarity	0.7089	NPC280767
Intermediate Similarity	0.7089	NPC257589
Intermediate Similarity	0.7089	NPC53305
Intermediate Similarity	0.7081	NPC255550
Intermediate Similarity	0.7081	NPC45191
Intermediate Similarity	0.7081	NPC308885
Intermediate Similarity	0.7079	NPC134702
Intermediate Similarity	0.7079	NPC182853
Intermediate Similarity	0.7076	NPC472969
Intermediate Similarity	0.7076	NPC469540
Intermediate Similarity	0.7076	NPC469539
Intermediate Similarity	0.707	NPC229084
Intermediate Similarity	0.707	NPC164778
Intermediate Similarity	0.707	NPC257976
Intermediate Similarity	0.707	NPC106659
Intermediate Similarity	0.707	NPC242372
Intermediate Similarity	0.707	NPC160900
Intermediate Similarity	0.707	NPC4181
Intermediate Similarity	0.707	NPC18984
Intermediate Similarity	0.7065	NPC192939
Intermediate Similarity	0.7065	NPC215747
Intermediate Similarity	0.7063	NPC478215
Intermediate Similarity	0.7062	NPC153631
Intermediate Similarity	0.7059	NPC280001
Intermediate Similarity	0.7056	NPC90185
Intermediate Similarity	0.7055	NPC473463
Intermediate Similarity	0.7055	NPC218530
Intermediate Similarity	0.7055	NPC475468
Intermediate Similarity	0.7051	NPC177291
Intermediate Similarity	0.7051	NPC194416
Intermediate Similarity	0.7049	NPC265383
Intermediate Similarity	0.7044	NPC154275
Intermediate Similarity	0.7044	NPC127937
Intermediate Similarity	0.7044	NPC92207
Intermediate Similarity	0.7041	NPC46880
Intermediate Similarity	0.7037	NPC470392
Intermediate Similarity	0.7035	NPC98809
Intermediate Similarity	0.7035	NPC55327
Intermediate Similarity	0.7035	NPC476394
Intermediate Similarity	0.7035	NPC111785
Intermediate Similarity	0.7032	NPC130931
Intermediate Similarity	0.703	NPC181527
Intermediate Similarity	0.703	NPC313327
Intermediate Similarity	0.7025	NPC312404
Intermediate Similarity	0.7025	NPC273686
Intermediate Similarity	0.7025	NPC205946
Intermediate Similarity	0.702	NPC477825
Intermediate Similarity	0.7019	NPC470706
Intermediate Similarity	0.7019	NPC83062
Intermediate Similarity	0.7018	NPC241392
Intermediate Similarity	0.7018	NPC161544
Intermediate Similarity	0.7017	NPC312872
Intermediate Similarity	0.7015	NPC148391
Intermediate Similarity	0.7013	NPC277460
Intermediate Similarity	0.7012	NPC300776
Intermediate Similarity	0.7012	NPC471110
Intermediate Similarity	0.7012	NPC176814
Intermediate Similarity	0.7012	NPC5310
Intermediate Similarity	0.7012	NPC68779
Intermediate Similarity	0.7012	NPC155098
Intermediate Similarity	0.7012	NPC4982
Intermediate Similarity	0.7011	NPC28368
Intermediate Similarity	0.7011	NPC207675
Intermediate Similarity	0.7011	NPC212699
Intermediate Similarity	0.7006	NPC114298
Intermediate Similarity	0.7006	NPC66518
Intermediate Similarity	0.7	NPC477827
Intermediate Similarity	0.7	NPC32163
Intermediate Similarity	0.7	NPC471604
Intermediate Similarity	0.7	NPC477826
Intermediate Similarity	0.7	NPC91234
Intermediate Similarity	0.7	NPC16651
Remote Similarity	0.6995	NPC5374
Remote Similarity	0.6994	NPC261322
Remote Similarity	0.6994	NPC473091
Remote Similarity	0.699	NPC38961
Remote Similarity	0.6989	NPC28425
Remote Similarity	0.6988	NPC296898
Remote Similarity	0.6987	NPC109083
Remote Similarity	0.6987	NPC224814
Remote Similarity	0.6987	NPC189844
Remote Similarity	0.6987	NPC158949
Remote Similarity	0.6987	NPC269843
Remote Similarity	0.6987	NPC60962
Remote Similarity	0.6987	NPC14007
Remote Similarity	0.6984	NPC28510
Remote Similarity	0.6982	NPC229218
Remote Similarity	0.6982	NPC176030
Remote Similarity	0.6982	NPC192597
Remote Similarity	0.6982	NPC169214
Remote Similarity	0.6982	NPC141817
Remote Similarity	0.6979	NPC470021
Remote Similarity	0.6976	NPC118189
Remote Similarity	0.6975	NPC172673
Remote Similarity	0.6974	NPC294941
Remote Similarity	0.6973	NPC311936
Remote Similarity	0.697	NPC126637
Remote Similarity	0.697	NPC204592
Remote Similarity	0.697	NPC207873
Remote Similarity	0.697	NPC100573
Remote Similarity	0.697	NPC113295
Remote Similarity	0.6965	NPC114468

Drug Structure

NPD2821 OpenBabel08211702552D 26 27 0 0 0 0 0 0 0 0999 V2000 -1.7321 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 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 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 1.7321 1.0000 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 2.5981 -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 1.7321 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 5.1962 -2.0000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 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 4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 24 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 13 2 0 0 0 0 6 14 2 0 0 0 0 7 9 2 0 0 0 0 7 12 1 0 0 0 0 8 10 2 0 0 0 0 8 12 1 0 0 0 0 9 15 1 0 0 0 0 10 17 1 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 16 2 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 19 2 3 0 0 0 17 20 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 20 25 1 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001531
DrugBank	DB07615
ChEMBL	CHEMBL415324
IUPHAR/BPS	6326
PharmaGKB
KEGG Drug	D02027
PubChem CID	5282230
ChEBI	77572
CAS Number	53902-12-8

Drug Properties

Molecular Weight	327.11
ALogP	-0.0639
MLogP	2.78
XLogP	3.907
HDA	4
HBD	2
Rotatable Bonds	10
TPSA	88.35
RO5 Violation	0