NPASS drugs

Drug Information

Drug ID:	NPD4168
Drug Name:
Molecular Formula:	C20H28I3N3O9
Canonical SMILES:	COCC(CN(c1c(I)c(C(=NCC(CO)O)O)c(c(c1I)C(=NCC(CO)O)O)I)C(=O)C)O
Standard InCHI:	InChI=1S/C20H28I3N3O9/c1-9(29)26(5-12(32)8-35-2)18-16(22)13(19(33)24-3-10(30)6-27)15(21)14(17(18)23)20(34)25-4-11(31)7-28/h10-12,27-28,30-32H,3-8H2,1-2H3,(H,24,33)(H,25,34)
Standard InCHIKey:	IUNJANQVIJDFTQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4168

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	112
0.1-0.2	835
0.2-0.3	4624
0.3-0.4	13005
0.4-0.5	9696
0.5-0.6	2532
0.6-0.7	85
0.7-0.8	1
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	0.7285	NPC315224
Remote Similarity	0.6901	NPC129624
Remote Similarity	0.6707	NPC320064
Remote Similarity	0.6689	NPC101372
Remote Similarity	0.6627	NPC139506
Remote Similarity	0.6627	NPC292143
Remote Similarity	0.6605	NPC254798
Remote Similarity	0.6506	NPC471132
Remote Similarity	0.65	NPC291759
Remote Similarity	0.6447	NPC250476
Remote Similarity	0.6444	NPC133591
Remote Similarity	0.6433	NPC313757
Remote Similarity	0.6409	NPC207033
Remote Similarity	0.6409	NPC38823
Remote Similarity	0.6369	NPC184437
Remote Similarity	0.6364	NPC469666
Remote Similarity	0.6358	NPC266741
Remote Similarity	0.6346	NPC476689
Remote Similarity	0.6346	NPC476687
Remote Similarity	0.6346	NPC476685
Remote Similarity	0.6331	NPC172937
Remote Similarity	0.6331	NPC94167
Remote Similarity	0.6319	NPC81026
Remote Similarity	0.6279	NPC191863
Remote Similarity	0.6279	NPC476231
Remote Similarity	0.6279	NPC133470
Remote Similarity	0.6279	NPC289776
Remote Similarity	0.6278	NPC116096
Remote Similarity	0.6275	NPC474479
Remote Similarity	0.6267	NPC316582
Remote Similarity	0.6242	NPC228515
Remote Similarity	0.6233	NPC1986
Remote Similarity	0.6233	NPC474544
Remote Similarity	0.623	NPC262725
Remote Similarity	0.6221	NPC27904
Remote Similarity	0.6218	NPC226662
Remote Similarity	0.6185	NPC253667
Remote Similarity	0.6185	NPC85651
Remote Similarity	0.6185	NPC35510
Remote Similarity	0.6185	NPC72291
Remote Similarity	0.6182	NPC470824
Remote Similarity	0.618	NPC95412
Remote Similarity	0.6178	NPC231382
Remote Similarity	0.6171	NPC300631
Remote Similarity	0.6169	NPC325013
Remote Similarity	0.6163	NPC471122
Remote Similarity	0.6158	NPC83241
Remote Similarity	0.6154	NPC472444
Remote Similarity	0.6154	NPC197680
Remote Similarity	0.6154	NPC39431
Remote Similarity	0.6154	NPC259098
Remote Similarity	0.6154	NPC17374
Remote Similarity	0.6149	NPC287358
Remote Similarity	0.6114	NPC471124
Remote Similarity	0.6114	NPC311357
Remote Similarity	0.609	NPC319766
Remote Similarity	0.6087	NPC127741
Remote Similarity	0.6084	NPC135121
Remote Similarity	0.6084	NPC471598
Remote Similarity	0.6078	NPC252878
Remote Similarity	0.6077	NPC472443
Remote Similarity	0.6074	NPC472243
Remote Similarity	0.6071	NPC214200
Remote Similarity	0.6071	NPC228400
Remote Similarity	0.6057	NPC189116
Remote Similarity	0.6048	NPC472100
Remote Similarity	0.6048	NPC478039
Remote Similarity	0.6045	NPC33507
Remote Similarity	0.6043	NPC471195
Remote Similarity	0.6043	NPC471196
Remote Similarity	0.6039	NPC46427
Remote Similarity	0.6038	NPC246079
Remote Similarity	0.6037	NPC176226
Remote Similarity	0.6037	NPC314113
Remote Similarity	0.6033	NPC245741
Remote Similarity	0.6033	NPC315934
Remote Similarity	0.6033	NPC477392
Remote Similarity	0.6023	NPC244509
Remote Similarity	0.6021	NPC316282
Remote Similarity	0.6012	NPC212799
Remote Similarity	0.6012	NPC138018
Remote Similarity	0.6012	NPC476259
Remote Similarity	0.6011	NPC470483
Remote Similarity	0.6011	NPC475962
Remote Similarity	0.6	NPC472117
Remote Similarity	0.6	NPC62510
Remote Similarity	0.5989	NPC270009
Remote Similarity	0.5988	NPC68865
Remote Similarity	0.5978	NPC310894
Remote Similarity	0.5978	NPC477159
Remote Similarity	0.5978	NPC158129
Remote Similarity	0.5977	NPC114806
Remote Similarity	0.5977	NPC291359
Remote Similarity	0.5976	NPC473491
Remote Similarity	0.5976	NPC7817
Remote Similarity	0.5976	NPC475168
Remote Similarity	0.5976	NPC168113
Remote Similarity	0.5967	NPC150048
Remote Similarity	0.5967	NPC203754
Remote Similarity	0.5967	NPC194724
Remote Similarity	0.5965	NPC470902
Remote Similarity	0.5964	NPC201244
Remote Similarity	0.5964	NPC477217
Remote Similarity	0.5964	NPC308197
Remote Similarity	0.5959	NPC65855
Remote Similarity	0.5959	NPC32200
Remote Similarity	0.5959	NPC292758
Remote Similarity	0.5956	NPC475685
Remote Similarity	0.5956	NPC39822
Remote Similarity	0.5951	NPC77992
Remote Similarity	0.5948	NPC476990
Remote Similarity	0.5947	NPC470485
Remote Similarity	0.5946	NPC470003
Remote Similarity	0.5946	NPC471742
Remote Similarity	0.5944	NPC225381
Remote Similarity	0.5941	NPC162104
Remote Similarity	0.5939	NPC197682
Remote Similarity	0.5939	NPC251439
Remote Similarity	0.5938	NPC313466
Remote Similarity	0.5933	NPC101139
Remote Similarity	0.5932	NPC471130
Remote Similarity	0.593	NPC476268
Remote Similarity	0.5928	NPC472103
Remote Similarity	0.5928	NPC314186
Remote Similarity	0.5926	NPC49577
Remote Similarity	0.5926	NPC474811
Remote Similarity	0.5926	NPC90194
Remote Similarity	0.5926	NPC474787
Remote Similarity	0.5926	NPC260045
Remote Similarity	0.5926	NPC118099
Remote Similarity	0.5926	NPC475598
Remote Similarity	0.5926	NPC151706
Remote Similarity	0.5926	NPC273907
Remote Similarity	0.5926	NPC9687
Remote Similarity	0.5926	NPC293377
Remote Similarity	0.5926	NPC475318
Remote Similarity	0.5926	NPC476102
Remote Similarity	0.5926	NPC474855
Remote Similarity	0.5926	NPC76785
Remote Similarity	0.5926	NPC79465
Remote Similarity	0.592	NPC24617
Remote Similarity	0.592	NPC244336
Remote Similarity	0.5917	NPC2501
Remote Similarity	0.5914	NPC477391
Remote Similarity	0.5912	NPC471165
Remote Similarity	0.5912	NPC26108
Remote Similarity	0.5912	NPC477462
Remote Similarity	0.5912	NPC472586
Remote Similarity	0.5909	NPC472120
Remote Similarity	0.5909	NPC471053
Remote Similarity	0.5909	NPC202521
Remote Similarity	0.5909	NPC471052
Remote Similarity	0.5909	NPC472101
Remote Similarity	0.5909	NPC88970
Remote Similarity	0.5909	NPC71079
Remote Similarity	0.5909	NPC471051
Remote Similarity	0.5904	NPC75544
Remote Similarity	0.5904	NPC472241
Remote Similarity	0.5903	NPC211551
Remote Similarity	0.5902	NPC475094
Remote Similarity	0.5901	NPC287401
Remote Similarity	0.5899	NPC472114
Remote Similarity	0.5899	NPC182131
Remote Similarity	0.5899	NPC238430
Remote Similarity	0.5899	NPC278887
Remote Similarity	0.5899	NPC472115
Remote Similarity	0.5895	NPC471448
Remote Similarity	0.5893	NPC472242
Remote Similarity	0.5893	NPC328824
Remote Similarity	0.5889	NPC328494
Remote Similarity	0.5886	NPC301163
Remote Similarity	0.5882	NPC282092
Remote Similarity	0.5882	NPC242000
Remote Similarity	0.5879	NPC471743
Remote Similarity	0.5879	NPC475607
Remote Similarity	0.5879	NPC471596
Remote Similarity	0.5879	NPC471594
Remote Similarity	0.5876	NPC474217
Remote Similarity	0.5876	NPC317727
Remote Similarity	0.5872	NPC184161
Remote Similarity	0.5872	NPC153769
Remote Similarity	0.5866	NPC319456
Remote Similarity	0.586	NPC471050
Remote Similarity	0.586	NPC471048
Remote Similarity	0.586	NPC471049
Remote Similarity	0.5856	NPC34508
Remote Similarity	0.5856	NPC248670
Remote Similarity	0.5856	NPC273755
Remote Similarity	0.5855	NPC161804
Remote Similarity	0.5852	NPC309531
Remote Similarity	0.5852	NPC472102
Remote Similarity	0.5852	NPC143457
Remote Similarity	0.5851	NPC473815
Remote Similarity	0.585	NPC477548
Remote Similarity	0.5849	NPC150863
Remote Similarity	0.5847	NPC474081
Remote Similarity	0.5847	NPC293472
Remote Similarity	0.5844	NPC190663
Remote Similarity	0.5844	NPC326232
Remote Similarity	0.5844	NPC476183

Drug Structure

NPD4168 OpenBabel08211704332D 42 42 0 0 1 0 0 0 0 0999 V2000 0.8660 -2.5000 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 2.5981 3.5000 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 3.4641 5.0000 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 -1.7321 -3.0000 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 4.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 -0.8660 1.5000 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 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 0.0000 -0.0000 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 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 I 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 I 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 0.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 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 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 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 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 -2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 H 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 -6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 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 1 9 1 0 0 0 0 2 35 1 0 0 0 0 3 10 1 0 0 0 0 3 24 1 0 0 0 0 4 11 1 0 0 0 0 4 25 1 0 0 0 0 5 12 1 0 0 0 0 5 26 1 0 0 0 0 6 10 1 0 0 0 0 6 27 1 0 0 0 0 7 11 1 0 0 0 0 7 28 1 0 0 0 0 8 12 1 0 0 0 0 8 35 1 0 0 0 0 9 26 1 0 0 0 0 9 29 2 0 0 0 0 10 30 1 0 0 0 0 11 31 1 0 0 0 0 12 32 1 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 17 2 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 18 2 0 0 0 0 16 22 1 0 0 0 0 17 18 1 0 0 0 0 17 23 1 0 0 0 0 18 26 1 0 0 0 0 19 24 2 3 0 0 0 19 33 1 0 0 0 0 20 25 2 3 0 0 0 20 34 1 0 0 0 0 27 36 1 0 0 0 0 28 37 1 0 0 0 0 30 38 1 0 0 0 0 31 39 1 0 0 0 0 32 40 1 0 0 0 0 33 41 1 0 0 0 0 34 42 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014297
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	834.90
ALogP	0.5889
MLogP	2.01
XLogP	-0.648
HDA	12
HBD	7
Rotatable Bonds	26
TPSA	195.87
RO5 Violation	3