NPASS drugs

Drug Information

Drug ID:	NPD1681
Drug Name:	Tyropanoic Acid
Molecular Formula:	C15H18I3NO3
Canonical SMILES:	CCCC(=Nc1c(I)cc(c(c1I)CC(C(=O)O)CC)I)O
Standard InCHI:	InChI=1S/C15H18I3NO3/c1-3-5-12(20)19-14-11(17)7-10(16)9(13(14)18)6-8(4-2)15(21)22/h7-8H,3-6H2,1-2H3,(H,19,20)(H,21,22)
Standard InCHIKey:	YMOXVLQZFAUUKI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1681

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	89
0.1-0.2	601
0.2-0.3	2914
0.3-0.4	13602
0.4-0.5	11297
0.5-0.6	2121
0.6-0.7	238
0.7-0.8	28
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	0.7823	NPC317758
Intermediate Similarity	0.7589	NPC12730
Intermediate Similarity	0.7544	NPC471317
Intermediate Similarity	0.748	NPC474926
Intermediate Similarity	0.735	NPC327481
Intermediate Similarity	0.7344	NPC205946
Intermediate Similarity	0.7273	NPC474584
Intermediate Similarity	0.7241	NPC164859
Intermediate Similarity	0.7207	NPC323164
Intermediate Similarity	0.7143	NPC476483
Intermediate Similarity	0.7107	NPC319579
Intermediate Similarity	0.7094	NPC178681
Intermediate Similarity	0.7094	NPC202613
Intermediate Similarity	0.7091	NPC470877
Intermediate Similarity	0.7068	NPC316746
Intermediate Similarity	0.7063	NPC310467
Intermediate Similarity	0.7049	NPC329011
Intermediate Similarity	0.7027	NPC78041
Intermediate Similarity	0.7027	NPC471307
Intermediate Similarity	0.7027	NPC121872
Intermediate Similarity	0.7027	NPC78154
Intermediate Similarity	0.7027	NPC141139
Intermediate Similarity	0.7027	NPC209764
Intermediate Similarity	0.7027	NPC74936
Intermediate Similarity	0.7027	NPC159178
Intermediate Similarity	0.7016	NPC470550
Intermediate Similarity	0.7016	NPC205652
Intermediate Similarity	0.7007	NPC287358
Remote Similarity	0.6992	NPC314431
Remote Similarity	0.6984	NPC169328
Remote Similarity	0.696	NPC197470
Remote Similarity	0.6957	NPC315224
Remote Similarity	0.6953	NPC478014
Remote Similarity	0.6953	NPC478016
Remote Similarity	0.6953	NPC478015
Remote Similarity	0.6929	NPC229353
Remote Similarity	0.688	NPC471318
Remote Similarity	0.6852	NPC44830
Remote Similarity	0.6847	NPC325441
Remote Similarity	0.6842	NPC471309
Remote Similarity	0.6822	NPC80150
Remote Similarity	0.6822	NPC190663
Remote Similarity	0.681	NPC293628
Remote Similarity	0.681	NPC122493
Remote Similarity	0.681	NPC10781
Remote Similarity	0.6791	NPC101372
Remote Similarity	0.6783	NPC161972
Remote Similarity	0.6783	NPC303045
Remote Similarity	0.6777	NPC191215
Remote Similarity	0.6777	NPC274089
Remote Similarity	0.6757	NPC322387
Remote Similarity	0.6752	NPC322598
Remote Similarity	0.6738	NPC316202
Remote Similarity	0.6729	NPC127343
Remote Similarity	0.6726	NPC70940
Remote Similarity	0.6726	NPC86670
Remote Similarity	0.6726	NPC274455
Remote Similarity	0.6726	NPC258627
Remote Similarity	0.6724	NPC25565
Remote Similarity	0.6718	NPC160493
Remote Similarity	0.6713	NPC323798
Remote Similarity	0.6697	NPC15839
Remote Similarity	0.6694	NPC67043
Remote Similarity	0.6694	NPC476198
Remote Similarity	0.6693	NPC188010
Remote Similarity	0.6692	NPC470343
Remote Similarity	0.6692	NPC472244
Remote Similarity	0.6667	NPC150863
Remote Similarity	0.6667	NPC276949
Remote Similarity	0.6667	NPC314992
Remote Similarity	0.6667	NPC324569
Remote Similarity	0.6667	NPC237420
Remote Similarity	0.6667	NPC475439
Remote Similarity	0.6667	NPC473501
Remote Similarity	0.6667	NPC35996
Remote Similarity	0.6667	NPC35850
Remote Similarity	0.6643	NPC314287
Remote Similarity	0.6641	NPC2265
Remote Similarity	0.6621	NPC478039
Remote Similarity	0.6618	NPC477432
Remote Similarity	0.6614	NPC33742
Remote Similarity	0.6593	NPC307437
Remote Similarity	0.6593	NPC58827
Remote Similarity	0.6593	NPC72473
Remote Similarity	0.6579	NPC316108
Remote Similarity	0.6569	NPC314098
Remote Similarity	0.6567	NPC47667
Remote Similarity	0.6565	NPC150323
Remote Similarity	0.6565	NPC130931
Remote Similarity	0.6549	NPC329064
Remote Similarity	0.6549	NPC472243
Remote Similarity	0.6545	NPC285773
Remote Similarity	0.6522	NPC226438
Remote Similarity	0.6522	NPC86987
Remote Similarity	0.6519	NPC477937
Remote Similarity	0.6514	NPC307456
Remote Similarity	0.6512	NPC147957
Remote Similarity	0.6507	NPC259678
Remote Similarity	0.6507	NPC470579
Remote Similarity	0.6496	NPC280807
Remote Similarity	0.6496	NPC58674
Remote Similarity	0.6496	NPC472245
Remote Similarity	0.6489	NPC319950
Remote Similarity	0.6483	NPC314186
Remote Similarity	0.6479	NPC181527
Remote Similarity	0.646	NPC471638
Remote Similarity	0.6458	NPC472241
Remote Similarity	0.6447	NPC211525
Remote Similarity	0.6447	NPC153694
Remote Similarity	0.6444	NPC325013
Remote Similarity	0.6444	NPC4974
Remote Similarity	0.6434	NPC235421
Remote Similarity	0.6429	NPC253476
Remote Similarity	0.6429	NPC95965
Remote Similarity	0.6424	NPC473297
Remote Similarity	0.6423	NPC296712
Remote Similarity	0.6405	NPC310403
Remote Similarity	0.6405	NPC263709
Remote Similarity	0.6405	NPC97380
Remote Similarity	0.6405	NPC243673
Remote Similarity	0.6405	NPC63210
Remote Similarity	0.6405	NPC148468
Remote Similarity	0.6403	NPC246913
Remote Similarity	0.6393	NPC471310
Remote Similarity	0.6391	NPC56634
Remote Similarity	0.6387	NPC311242
Remote Similarity	0.6387	NPC477767
Remote Similarity	0.6379	NPC245259
Remote Similarity	0.6377	NPC478147
Remote Similarity	0.637	NPC226794
Remote Similarity	0.6351	NPC315829
Remote Similarity	0.6341	NPC88267
Remote Similarity	0.6341	NPC113326
Remote Similarity	0.6341	NPC224610
Remote Similarity	0.6341	NPC194390
Remote Similarity	0.6336	NPC470545
Remote Similarity	0.6327	NPC472242
Remote Similarity	0.6324	NPC101719
Remote Similarity	0.632	NPC37584
Remote Similarity	0.632	NPC172170
Remote Similarity	0.6316	NPC477061
Remote Similarity	0.6316	NPC45777
Remote Similarity	0.6316	NPC473031
Remote Similarity	0.6304	NPC122235
Remote Similarity	0.6299	NPC313981
Remote Similarity	0.6293	NPC172128
Remote Similarity	0.6293	NPC84288
Remote Similarity	0.6288	NPC470546
Remote Similarity	0.6288	NPC317784
Remote Similarity	0.6288	NPC142638
Remote Similarity	0.6282	NPC189116
Remote Similarity	0.6277	NPC314278
Remote Similarity	0.6261	NPC12429
Remote Similarity	0.626	NPC470544
Remote Similarity	0.6258	NPC27904
Remote Similarity	0.625	NPC288903
Remote Similarity	0.625	NPC222466
Remote Similarity	0.6242	NPC254798
Remote Similarity	0.6242	NPC52059
Remote Similarity	0.6242	NPC470069
Remote Similarity	0.624	NPC473498
Remote Similarity	0.623	NPC133809
Remote Similarity	0.623	NPC136810
Remote Similarity	0.623	NPC264728
Remote Similarity	0.623	NPC225079
Remote Similarity	0.623	NPC128248
Remote Similarity	0.6222	NPC27581
Remote Similarity	0.6222	NPC142577
Remote Similarity	0.6222	NPC474862
Remote Similarity	0.6212	NPC254088
Remote Similarity	0.6211	NPC95412
Remote Similarity	0.6209	NPC114808
Remote Similarity	0.6209	NPC161827
Remote Similarity	0.6207	NPC315051
Remote Similarity	0.6203	NPC278887
Remote Similarity	0.6202	NPC273814
Remote Similarity	0.6198	NPC271475
Remote Similarity	0.6194	NPC200964
Remote Similarity	0.6187	NPC259098
Remote Similarity	0.6187	NPC278451
Remote Similarity	0.6187	NPC197680
Remote Similarity	0.6181	NPC122553
Remote Similarity	0.6179	NPC474820
Remote Similarity	0.6179	NPC318154
Remote Similarity	0.6179	NPC475978
Remote Similarity	0.6167	NPC3371
Remote Similarity	0.6167	NPC261947
Remote Similarity	0.6154	NPC314835
Remote Similarity	0.6154	NPC309808
Remote Similarity	0.6149	NPC190945
Remote Similarity	0.6148	NPC71684
Remote Similarity	0.6143	NPC325651
Remote Similarity	0.614	NPC294134
Remote Similarity	0.6136	NPC14672
Remote Similarity	0.6136	NPC285926
Remote Similarity	0.6136	NPC315276
Remote Similarity	0.6131	NPC473938
Remote Similarity	0.6127	NPC244866
Remote Similarity	0.6126	NPC192623
Remote Similarity	0.6119	NPC226143

Drug Structure

NPD1681 OpenBabel08211701082D 24 24 0 0 1 0 0 0 0 0999 V2000 0.8660 3.5000 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 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 3 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 -1.0000 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 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 I 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 I 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 I 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 12 1 0 0 0 0 6 8 1 0 0 0 0 6 9 1 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 15 1 0 0 0 0 9 10 1 0 0 0 0 9 13 2 0 0 0 0 10 16 1 0 0 0 0 11 14 2 0 0 0 0 11 17 1 0 0 0 0 12 19 2 3 0 0 0 12 20 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 21 2 0 0 0 0 15 22 1 0 0 0 0 20 23 1 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09340
ChEMBL	CHEMBL1201261
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	135862
CAS Number	27293-82-9

Drug Properties

Molecular Weight	640.84
ALogP	3.6768
MLogP	2.34
XLogP	5.802
HDA	4
HBD	2
Rotatable Bonds	14
TPSA	69.89
RO5 Violation	1