NPASS drugs

Drug Information

Drug ID:	NPD2114
Drug Name:	ZD-2767
Molecular Formula:	C16H20I2N2O6
Canonical SMILES:	ICCN(c1ccc(cc1)OC(=N[C@H](C(=O)O)CCC(=O)O)O)CCI
Standard InCHI:	InChI=1S/C16H20I2N2O6/c17-7-9-20(10-8-18)11-1-3-12(4-2-11)26-16(25)19-13(15(23)24)5-6-14(21)22/h1-4,13H,5-10H2,(H,19,25)(H,21,22)(H,23,24)/t13-/m0/s1
Standard InCHIKey:	GLJZEYQJFGCTQN-ZDUSSCGKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2114

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	169
0.1-0.2	1975
0.2-0.3	9398
0.3-0.4	3523
0.4-0.5	12901
0.5-0.6	2774
0.6-0.7	148
0.7-0.8	2
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	0.7163	NPC264782
Intermediate Similarity	0.7124	NPC91615
Remote Similarity	0.6989	NPC469831
Remote Similarity	0.6937	NPC260601
Remote Similarity	0.6905	NPC19023
Remote Similarity	0.6882	NPC70172
Remote Similarity	0.6864	NPC230942
Remote Similarity	0.6864	NPC315498
Remote Similarity	0.6826	NPC315257
Remote Similarity	0.6815	NPC122542
Remote Similarity	0.6813	NPC476462
Remote Similarity	0.676	NPC469829
Remote Similarity	0.673	NPC469828
Remote Similarity	0.6724	NPC85482
Remote Similarity	0.6667	NPC199737
Remote Similarity	0.6667	NPC168750
Remote Similarity	0.6648	NPC469830
Remote Similarity	0.6648	NPC288305
Remote Similarity	0.6625	NPC476475
Remote Similarity	0.662	NPC76327
Remote Similarity	0.6584	NPC204156
Remote Similarity	0.6558	NPC124776
Remote Similarity	0.6557	NPC21425
Remote Similarity	0.6545	NPC478039
Remote Similarity	0.6519	NPC470392
Remote Similarity	0.6512	NPC93653
Remote Similarity	0.648	NPC220560
Remote Similarity	0.6478	NPC297584
Remote Similarity	0.6471	NPC203972
Remote Similarity	0.6457	NPC314861
Remote Similarity	0.6453	NPC301163
Remote Similarity	0.6446	NPC473769
Remote Similarity	0.6441	NPC112336
Remote Similarity	0.6441	NPC474814
Remote Similarity	0.6437	NPC292143
Remote Similarity	0.6437	NPC139506
Remote Similarity	0.6425	NPC290069
Remote Similarity	0.6398	NPC474059
Remote Similarity	0.6392	NPC473987
Remote Similarity	0.6389	NPC315631
Remote Similarity	0.638	NPC47986
Remote Similarity	0.6373	NPC474077
Remote Similarity	0.6354	NPC474815
Remote Similarity	0.6347	NPC9373
Remote Similarity	0.6337	NPC112766
Remote Similarity	0.6323	NPC315632
Remote Similarity	0.6318	NPC234772
Remote Similarity	0.6312	NPC208022
Remote Similarity	0.6301	NPC70549
Remote Similarity	0.6301	NPC255721
Remote Similarity	0.6299	NPC142577
Remote Similarity	0.6277	NPC28510
Remote Similarity	0.6257	NPC471648
Remote Similarity	0.6243	NPC204970
Remote Similarity	0.623	NPC108847
Remote Similarity	0.6228	NPC323798
Remote Similarity	0.6224	NPC87714
Remote Similarity	0.6223	NPC174629
Remote Similarity	0.6223	NPC5630
Remote Similarity	0.6215	NPC299582
Remote Similarity	0.6205	NPC311357
Remote Similarity	0.6201	NPC471778
Remote Similarity	0.6198	NPC314948
Remote Similarity	0.6198	NPC478049
Remote Similarity	0.6197	NPC70201
Remote Similarity	0.6196	NPC270301
Remote Similarity	0.6193	NPC289776
Remote Similarity	0.6193	NPC133470
Remote Similarity	0.6193	NPC191863
Remote Similarity	0.6182	NPC318028
Remote Similarity	0.6182	NPC259800
Remote Similarity	0.6182	NPC241086
Remote Similarity	0.6182	NPC318984
Remote Similarity	0.6182	NPC328137
Remote Similarity	0.6182	NPC282087
Remote Similarity	0.6182	NPC317741
Remote Similarity	0.6178	NPC198401
Remote Similarity	0.6165	NPC99724
Remote Similarity	0.6162	NPC193238
Remote Similarity	0.6162	NPC478075
Remote Similarity	0.6159	NPC287358
Remote Similarity	0.6154	NPC146370
Remote Similarity	0.6154	NPC286195
Remote Similarity	0.615	NPC262725
Remote Similarity	0.6149	NPC9336
Remote Similarity	0.6149	NPC226914
Remote Similarity	0.6145	NPC314113
Remote Similarity	0.6141	NPC5167
Remote Similarity	0.6141	NPC85613
Remote Similarity	0.6135	NPC148124
Remote Similarity	0.6131	NPC81026
Remote Similarity	0.6129	NPC56634
Remote Similarity	0.6111	NPC195787
Remote Similarity	0.6111	NPC246140
Remote Similarity	0.6105	NPC22476
Remote Similarity	0.6101	NPC476353
Remote Similarity	0.6091	NPC207971
Remote Similarity	0.6091	NPC473460
Remote Similarity	0.6089	NPC127996
Remote Similarity	0.6089	NPC119722
Remote Similarity	0.6084	NPC326860
Remote Similarity	0.6084	NPC197239
Remote Similarity	0.6082	NPC257142
Remote Similarity	0.6082	NPC324081
Remote Similarity	0.6075	NPC314659
Remote Similarity	0.6073	NPC473004
Remote Similarity	0.6071	NPC308197
Remote Similarity	0.6071	NPC266741
Remote Similarity	0.6069	NPC39431
Remote Similarity	0.6067	NPC472923
Remote Similarity	0.6065	NPC17388
Remote Similarity	0.6065	NPC53596
Remote Similarity	0.6065	NPC471308
Remote Similarity	0.6065	NPC160120
Remote Similarity	0.6065	NPC289330
Remote Similarity	0.6061	NPC475147
Remote Similarity	0.6056	NPC186617
Remote Similarity	0.6054	NPC44836
Remote Similarity	0.6051	NPC220408
Remote Similarity	0.6049	NPC313466
Remote Similarity	0.6048	NPC43477
Remote Similarity	0.6048	NPC26928
Remote Similarity	0.6047	NPC144691
Remote Similarity	0.6045	NPC231862
Remote Similarity	0.6044	NPC73280
Remote Similarity	0.6042	NPC471825
Remote Similarity	0.6038	NPC250476
Remote Similarity	0.6034	NPC24954
Remote Similarity	0.6033	NPC127082
Remote Similarity	0.6033	NPC9475
Remote Similarity	0.6032	NPC232872
Remote Similarity	0.6025	NPC471306
Remote Similarity	0.6025	NPC471321
Remote Similarity	0.6024	NPC315224
Remote Similarity	0.6023	NPC116573
Remote Similarity	0.6023	NPC132771
Remote Similarity	0.6022	NPC197335
Remote Similarity	0.6022	NPC471568
Remote Similarity	0.6022	NPC473693
Remote Similarity	0.6019	NPC248903
Remote Similarity	0.6012	NPC274732
Remote Similarity	0.6011	NPC57105
Remote Similarity	0.601	NPC472098
Remote Similarity	0.601	NPC46259
Remote Similarity	0.6	NPC473502
Remote Similarity	0.6	NPC97004
Remote Similarity	0.6	NPC136951
Remote Similarity	0.6	NPC161155
Remote Similarity	0.6	NPC127362
Remote Similarity	0.6	NPC319950
Remote Similarity	0.599	NPC214368
Remote Similarity	0.599	NPC269449
Remote Similarity	0.599	NPC288110
Remote Similarity	0.5989	NPC83241
Remote Similarity	0.5988	NPC314098
Remote Similarity	0.5988	NPC231382
Remote Similarity	0.5988	NPC40321
Remote Similarity	0.5987	NPC27581
Remote Similarity	0.598	NPC268077
Remote Similarity	0.598	NPC14339
Remote Similarity	0.5979	NPC87391
Remote Similarity	0.5977	NPC284348
Remote Similarity	0.5976	NPC266425
Remote Similarity	0.5974	NPC323948
Remote Similarity	0.5968	NPC39822
Remote Similarity	0.5965	NPC97282
Remote Similarity	0.5963	NPC296712
Remote Similarity	0.5962	NPC41801
Remote Similarity	0.5955	NPC320064
Remote Similarity	0.5955	NPC27904
Remote Similarity	0.5952	NPC212850
Remote Similarity	0.5952	NPC83289
Remote Similarity	0.5952	NPC189724
Remote Similarity	0.5951	NPC45191
Remote Similarity	0.5951	NPC189661
Remote Similarity	0.5949	NPC472191
Remote Similarity	0.5949	NPC471315
Remote Similarity	0.5949	NPC471314
Remote Similarity	0.5943	NPC473458
Remote Similarity	0.5941	NPC477160
Remote Similarity	0.5941	NPC471561
Remote Similarity	0.5941	NPC475133
Remote Similarity	0.5939	NPC470441
Remote Similarity	0.5938	NPC203628
Remote Similarity	0.5934	NPC196091
Remote Similarity	0.5932	NPC287757
Remote Similarity	0.5932	NPC319320
Remote Similarity	0.5928	NPC243626
Remote Similarity	0.5928	NPC230313
Remote Similarity	0.5928	NPC471316
Remote Similarity	0.5926	NPC325651
Remote Similarity	0.5926	NPC235194
Remote Similarity	0.5926	NPC478147
Remote Similarity	0.5924	NPC95412
Remote Similarity	0.5922	NPC475983
Remote Similarity	0.5922	NPC177404
Remote Similarity	0.5918	NPC265642
Remote Similarity	0.5918	NPC138615
Remote Similarity	0.5918	NPC193906
Remote Similarity	0.5918	NPC71124

Drug Structure

NPD2114 OpenBabel08211701392D 29 29 0 0 1 0 0 0 0 0999 V2000 -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 -0.8660 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 -2.5981 -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 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 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 -0.0000 -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 1 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 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 -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 I 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 3.5000 0.0000 I 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 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 -4.5000 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 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -5.5000 0.0000 H 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 1 3 1 0 0 0 0 1 11 2 0 0 0 0 2 4 2 0 0 0 0 2 11 1 0 0 0 0 3 12 2 0 0 0 0 4 12 1 0 0 0 0 5 6 1 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 17 1 0 0 0 0 8 10 1 0 0 0 0 8 18 1 0 0 0 0 9 20 1 0 0 0 0 10 20 1 0 0 0 0 11 20 1 0 0 0 0 12 26 1 0 0 0 0 13 5 1 6 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 14 21 2 0 0 0 0 14 22 1 0 0 0 0 15 23 2 0 0 0 0 15 24 1 0 0 0 0 16 19 2 3 0 0 0 16 25 1 0 0 0 0 16 26 1 0 0 0 0 22 27 1 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000005
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	589.94
ALogP	2.4791
MLogP	2.12
XLogP	3.981
HDA	7
HBD	3
Rotatable Bonds	17
TPSA	119.66
RO5 Violation	1