NPASS drugs

Drug Information

Drug ID:	NPD2579
Drug Name:	Iopamidol
Molecular Formula:	C17H22I3N3O8
Canonical SMILES:	OCC(N=C(c1c(I)c(C(=NC(CO)CO)O)c(c(c1I)N=C([C@@H](O)C)O)I)O)CO
Standard InCHI:	InChI=1S/C17H22I3N3O8/c1-6(28)15(29)23-14-12(19)9(16(30)21-7(2-24)3-25)11(18)10(13(14)20)17(31)22-8(4-26)5-27/h6-8,24-28H,2-5H2,1H3,(H,21,30)(H,22,31)(H,23,29)/t6-/m0/s1
Standard InCHIKey:	XQZXYNRDCRIARQ-LURJTMIESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2579

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	117
0.1-0.2	785
0.2-0.3	4005
0.3-0.4	12320
0.4-0.5	11795
0.5-0.6	1733
0.6-0.7	132
0.7-0.8	3
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	0.7122	NPC101372
Intermediate Similarity	0.7	NPC259098
Intermediate Similarity	0.7	NPC197680
Remote Similarity	0.6894	NPC1986
Remote Similarity	0.6894	NPC474544
Remote Similarity	0.6667	NPC64205
Remote Similarity	0.6667	NPC211551
Remote Similarity	0.6667	NPC159589
Remote Similarity	0.6667	NPC325013
Remote Similarity	0.66	NPC314113
Remote Similarity	0.6529	NPC315934
Remote Similarity	0.6529	NPC477392
Remote Similarity	0.6507	NPC313466
Remote Similarity	0.6506	NPC95412
Remote Similarity	0.65	NPC291359
Remote Similarity	0.6485	NPC83241
Remote Similarity	0.6467	NPC315224
Remote Similarity	0.6462	NPC194390
Remote Similarity	0.6462	NPC88267
Remote Similarity	0.6462	NPC113326
Remote Similarity	0.6462	NPC224610
Remote Similarity	0.642	NPC72291
Remote Similarity	0.6395	NPC477391
Remote Similarity	0.6392	NPC184161
Remote Similarity	0.6389	NPC278097
Remote Similarity	0.6377	NPC147957
Remote Similarity	0.6375	NPC10730
Remote Similarity	0.6375	NPC10875
Remote Similarity	0.6357	NPC214200
Remote Similarity	0.6357	NPC228400
Remote Similarity	0.6325	NPC257354
Remote Similarity	0.632	NPC265521
Remote Similarity	0.6316	NPC37584
Remote Similarity	0.6316	NPC197921
Remote Similarity	0.6312	NPC476183
Remote Similarity	0.6304	NPC317254
Remote Similarity	0.6303	NPC19555
Remote Similarity	0.6301	NPC295478
Remote Similarity	0.6275	NPC91953
Remote Similarity	0.6268	NPC476281
Remote Similarity	0.6268	NPC476184
Remote Similarity	0.6259	NPC226662
Remote Similarity	0.625	NPC225381
Remote Similarity	0.625	NPC476241
Remote Similarity	0.625	NPC476260
Remote Similarity	0.625	NPC33168
Remote Similarity	0.6225	NPC6570
Remote Similarity	0.6224	NPC474862
Remote Similarity	0.622	NPC58674
Remote Similarity	0.6207	NPC476179
Remote Similarity	0.6207	NPC476125
Remote Similarity	0.6205	NPC238430
Remote Similarity	0.6202	NPC164514
Remote Similarity	0.6202	NPC108606
Remote Similarity	0.6202	NPC226096
Remote Similarity	0.6202	NPC290515
Remote Similarity	0.6202	NPC303611
Remote Similarity	0.6199	NPC472443
Remote Similarity	0.6197	NPC190663
Remote Similarity	0.6197	NPC478016
Remote Similarity	0.6197	NPC478014
Remote Similarity	0.6197	NPC478015
Remote Similarity	0.619	NPC477839
Remote Similarity	0.619	NPC310894
Remote Similarity	0.6181	NPC476278
Remote Similarity	0.6172	NPC25565
Remote Similarity	0.617	NPC314992
Remote Similarity	0.6169	NPC469360
Remote Similarity	0.6164	NPC476744
Remote Similarity	0.6154	NPC472103
Remote Similarity	0.6145	NPC204179
Remote Similarity	0.6144	NPC471201
Remote Similarity	0.6143	NPC2265
Remote Similarity	0.6139	NPC254798
Remote Similarity	0.6136	NPC178681
Remote Similarity	0.6127	NPC283760
Remote Similarity	0.6124	NPC475439
Remote Similarity	0.6124	NPC473501
Remote Similarity	0.6121	NPC57105
Remote Similarity	0.6115	NPC205652
Remote Similarity	0.6115	NPC118202
Remote Similarity	0.6115	NPC471598
Remote Similarity	0.6115	NPC470550
Remote Similarity	0.6111	NPC160493
Remote Similarity	0.6105	NPC270009
Remote Similarity	0.6103	NPC292758
Remote Similarity	0.6103	NPC65855
Remote Similarity	0.6101	NPC476743
Remote Similarity	0.6099	NPC38458
Remote Similarity	0.6099	NPC311737
Remote Similarity	0.6096	NPC4974
Remote Similarity	0.6096	NPC472414
Remote Similarity	0.6093	NPC132847
Remote Similarity	0.6093	NPC228511
Remote Similarity	0.6093	NPC184437
Remote Similarity	0.6092	NPC472444
Remote Similarity	0.609	NPC150254
Remote Similarity	0.609	NPC147000
Remote Similarity	0.609	NPC304761
Remote Similarity	0.609	NPC226778
Remote Similarity	0.6084	NPC80150
Remote Similarity	0.6082	NPC168153
Remote Similarity	0.608	NPC470877
Remote Similarity	0.6078	NPC473055
Remote Similarity	0.6078	NPC473052
Remote Similarity	0.6078	NPC126637
Remote Similarity	0.6076	NPC472100
Remote Similarity	0.6069	NPC472415
Remote Similarity	0.6067	NPC476687
Remote Similarity	0.6067	NPC476685
Remote Similarity	0.6067	NPC476689
Remote Similarity	0.6065	NPC168861
Remote Similarity	0.6061	NPC231862
Remote Similarity	0.6058	NPC474149
Remote Similarity	0.6056	NPC237420
Remote Similarity	0.6053	NPC279045
Remote Similarity	0.6053	NPC113325
Remote Similarity	0.6049	NPC476741
Remote Similarity	0.6039	NPC322526
Remote Similarity	0.6032	NPC121872
Remote Similarity	0.6032	NPC74936
Remote Similarity	0.6032	NPC159178
Remote Similarity	0.6032	NPC209764
Remote Similarity	0.6032	NPC471307
Remote Similarity	0.6032	NPC78041
Remote Similarity	0.6032	NPC141139
Remote Similarity	0.6028	NPC82963
Remote Similarity	0.6023	NPC472586
Remote Similarity	0.6014	NPC14950
Remote Similarity	0.6013	NPC175870
Remote Similarity	0.6012	NPC274002
Remote Similarity	0.6012	NPC472331
Remote Similarity	0.6012	NPC126515
Remote Similarity	0.6011	NPC295287
Remote Similarity	0.6	NPC231705
Remote Similarity	0.5989	NPC291759
Remote Similarity	0.5988	NPC476742
Remote Similarity	0.5986	NPC47667
Remote Similarity	0.5986	NPC474479
Remote Similarity	0.5986	NPC62101
Remote Similarity	0.5986	NPC95733
Remote Similarity	0.5985	NPC258056
Remote Similarity	0.5976	NPC477156
Remote Similarity	0.5976	NPC477157
Remote Similarity	0.5973	NPC469666
Remote Similarity	0.5973	NPC71271
Remote Similarity	0.5972	NPC289330
Remote Similarity	0.5972	NPC160120
Remote Similarity	0.5972	NPC53596
Remote Similarity	0.5972	NPC477061
Remote Similarity	0.5972	NPC17388
Remote Similarity	0.5972	NPC471308
Remote Similarity	0.5972	NPC45777
Remote Similarity	0.5969	NPC161972
Remote Similarity	0.5969	NPC215351
Remote Similarity	0.5969	NPC20142
Remote Similarity	0.5969	NPC303045
Remote Similarity	0.5965	NPC34508
Remote Similarity	0.5959	NPC471315
Remote Similarity	0.5959	NPC35996
Remote Similarity	0.5959	NPC471314
Remote Similarity	0.5957	NPC101139
Remote Similarity	0.5957	NPC222982
Remote Similarity	0.5956	NPC142297
Remote Similarity	0.5956	NPC76327
Remote Similarity	0.5954	NPC293472
Remote Similarity	0.5946	NPC29477
Remote Similarity	0.5944	NPC310467
Remote Similarity	0.5943	NPC475962
Remote Similarity	0.594	NPC327226
Remote Similarity	0.5932	NPC133591
Remote Similarity	0.5921	NPC328070
Remote Similarity	0.5921	NPC471953
Remote Similarity	0.592	NPC198747
Remote Similarity	0.592	NPC473031
Remote Similarity	0.592	NPC316161
Remote Similarity	0.5912	NPC470824
Remote Similarity	0.5912	NPC44649
Remote Similarity	0.5899	NPC207033
Remote Similarity	0.5899	NPC38823
Remote Similarity	0.5897	NPC471594
Remote Similarity	0.5897	NPC471596
Remote Similarity	0.5897	NPC243162
Remote Similarity	0.5893	NPC139506
Remote Similarity	0.5893	NPC292143
Remote Similarity	0.5892	NPC32200
Remote Similarity	0.5891	NPC471309
Remote Similarity	0.5891	NPC476483
Remote Similarity	0.589	NPC219383
Remote Similarity	0.5886	NPC314287
Remote Similarity	0.5886	NPC266741
Remote Similarity	0.5879	NPC94167
Remote Similarity	0.5879	NPC172937
Remote Similarity	0.5878	NPC311242
Remote Similarity	0.5878	NPC205946
Remote Similarity	0.5875	NPC259678
Remote Similarity	0.5875	NPC478039
Remote Similarity	0.5874	NPC169328
Remote Similarity	0.5871	NPC287358
Remote Similarity	0.5871	NPC166667

Drug Structure

NPD2579 OpenBabel08211702172D 39 39 0 0 1 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 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 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 4.3301 -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 1 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 3.4641 -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 1.7321 0.0000 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 -0.0000 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 0.0000 -0.0000 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 2.5000 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 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 1.7321 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 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 0.8660 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 6.0000 0.0000 H 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 4.3301 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 7 1 0 0 0 0 2 24 1 0 0 0 0 3 7 1 0 0 0 0 3 25 1 0 0 0 0 4 8 1 0 0 0 0 4 26 1 0 0 0 0 5 8 1 0 0 0 0 5 27 1 0 0 0 0 6 1 1 1 0 0 0 6 15 1 0 0 0 0 6 28 1 0 0 0 0 7 21 1 0 0 0 0 8 22 1 0 0 0 0 9 11 2 0 0 0 0 9 12 1 0 0 0 0 9 16 1 0 0 0 0 10 11 1 0 0 0 0 10 13 2 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 12 14 2 0 0 0 0 12 19 1 0 0 0 0 13 14 1 0 0 0 0 13 20 1 0 0 0 0 14 23 1 0 0 0 0 15 23 2 3 0 0 0 15 29 1 0 0 0 0 16 21 2 3 0 0 0 16 30 1 0 0 0 0 17 22 2 3 0 0 0 17 31 1 0 0 0 0 24 32 1 0 0 0 0 25 33 1 0 0 0 0 26 34 1 0 0 0 0 27 35 1 0 0 0 0 28 36 1 0 0 0 0 29 37 1 0 0 0 0 30 38 1 0 0 0 0 31 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000027
DrugBank	DB08947
ChEMBL	CHEMBL1200932
IUPHAR/BPS
PharmaGKB
KEGG Drug	D01797
PubChem CID
ChEBI	31711
CAS Number	60166-93-0

Drug Properties

Molecular Weight	776.85
ALogP	1.3296
MLogP	1.79
XLogP	0.28
HDA	11
HBD	8
Rotatable Bonds	22
TPSA	198.92
RO5 Violation	2