NPASS drugs

Drug Information

Drug ID:	NPD3602
Drug Name:
Molecular Formula:	C19H26ClN7O4
Canonical SMILES:	OCC(COc1ccc(cc1)CCCCNC(=N)N=C(c1nc(Cl)c(nc1N)N)O)O
Standard InCHI:	InChI=1S/C19H26ClN7O4/c20-15-17(22)26-16(21)14(25-15)18(30)27-19(23)24-8-2-1-3-11-4-6-13(7-5-11)31-10-12(29)9-28/h4-7,12,28-29H,1-3,8-10H2,(H4,21,22,26)(H3,23,24,27,30)
Standard InCHIKey:	NTRKMGDUWYBLMS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3602

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	293
0.1-0.2	1969
0.2-0.3	9984
0.3-0.4	3254
0.4-0.5	11734
0.5-0.6	3428
0.6-0.7	225
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	0.7639	NPC160666
Intermediate Similarity	0.7336	NPC250178
Intermediate Similarity	0.7108	NPC280638
Remote Similarity	0.6806	NPC113369
Remote Similarity	0.6786	NPC35761
Remote Similarity	0.6774	NPC242923
Remote Similarity	0.674	NPC115595
Remote Similarity	0.6722	NPC97870
Remote Similarity	0.6722	NPC307123
Remote Similarity	0.6722	NPC247018
Remote Similarity	0.6712	NPC471080
Remote Similarity	0.6712	NPC469592
Remote Similarity	0.6712	NPC136924
Remote Similarity	0.6696	NPC237978
Remote Similarity	0.6667	NPC469594
Remote Similarity	0.6652	NPC288349
Remote Similarity	0.6649	NPC168861
Remote Similarity	0.6622	NPC46970
Remote Similarity	0.6584	NPC150447
Remote Similarity	0.6582	NPC22014
Remote Similarity	0.6573	NPC18487
Remote Similarity	0.6562	NPC308906
Remote Similarity	0.6542	NPC56271
Remote Similarity	0.6535	NPC194724
Remote Similarity	0.653	NPC469589
Remote Similarity	0.6518	NPC467439
Remote Similarity	0.6502	NPC283152
Remote Similarity	0.6498	NPC477795
Remote Similarity	0.6498	NPC477796
Remote Similarity	0.6498	NPC477806
Remote Similarity	0.6498	NPC477805
Remote Similarity	0.6488	NPC161887
Remote Similarity	0.6488	NPC219963
Remote Similarity	0.6485	NPC472068
Remote Similarity	0.648	NPC320242
Remote Similarity	0.6452	NPC214988
Remote Similarity	0.6441	NPC471614
Remote Similarity	0.6441	NPC203168
Remote Similarity	0.6438	NPC194699
Remote Similarity	0.6438	NPC219350
Remote Similarity	0.6432	NPC472067
Remote Similarity	0.6432	NPC472031
Remote Similarity	0.6432	NPC17305
Remote Similarity	0.6432	NPC472066
Remote Similarity	0.6422	NPC470500
Remote Similarity	0.6415	NPC79293
Remote Similarity	0.6415	NPC279401
Remote Similarity	0.64	NPC12100
Remote Similarity	0.6383	NPC83289
Remote Similarity	0.6383	NPC212850
Remote Similarity	0.6383	NPC189724
Remote Similarity	0.6381	NPC110741
Remote Similarity	0.6376	NPC223427
Remote Similarity	0.6368	NPC471603
Remote Similarity	0.6364	NPC187145
Remote Similarity	0.6354	NPC245974
Remote Similarity	0.6351	NPC219664
Remote Similarity	0.6346	NPC320394
Remote Similarity	0.6344	NPC237227
Remote Similarity	0.6338	NPC226202
Remote Similarity	0.6332	NPC177404
Remote Similarity	0.6329	NPC266551
Remote Similarity	0.6323	NPC277306
Remote Similarity	0.6323	NPC469442
Remote Similarity	0.6318	NPC471736
Remote Similarity	0.6313	NPC19872
Remote Similarity	0.6298	NPC141739
Remote Similarity	0.6298	NPC136112
Remote Similarity	0.6287	NPC280022
Remote Similarity	0.6284	NPC470586
Remote Similarity	0.6279	NPC473053
Remote Similarity	0.6271	NPC223223
Remote Similarity	0.6268	NPC62069
Remote Similarity	0.6267	NPC25539
Remote Similarity	0.6261	NPC475910
Remote Similarity	0.6256	NPC66815
Remote Similarity	0.625	NPC144114
Remote Similarity	0.625	NPC118776
Remote Similarity	0.625	NPC247298
Remote Similarity	0.6244	NPC469390
Remote Similarity	0.6244	NPC472111
Remote Similarity	0.6237	NPC267237
Remote Similarity	0.6224	NPC316224
Remote Similarity	0.6223	NPC110151
Remote Similarity	0.6223	NPC323244
Remote Similarity	0.6222	NPC26679
Remote Similarity	0.6221	NPC477550
Remote Similarity	0.6221	NPC477552
Remote Similarity	0.6214	NPC288943
Remote Similarity	0.6213	NPC21461
Remote Similarity	0.6211	NPC8022
Remote Similarity	0.6211	NPC470799
Remote Similarity	0.621	NPC232727
Remote Similarity	0.6208	NPC99891
Remote Similarity	0.6205	NPC5145
Remote Similarity	0.6203	NPC208898
Remote Similarity	0.6201	NPC213530
Remote Similarity	0.6201	NPC193267
Remote Similarity	0.6199	NPC164374
Remote Similarity	0.6199	NPC137929
Remote Similarity	0.6198	NPC472434
Remote Similarity	0.6195	NPC266931
Remote Similarity	0.6195	NPC326027
Remote Similarity	0.6193	NPC26872
Remote Similarity	0.6192	NPC470784
Remote Similarity	0.619	NPC318591
Remote Similarity	0.619	NPC231163
Remote Similarity	0.6188	NPC308392
Remote Similarity	0.6186	NPC328924
Remote Similarity	0.6183	NPC274732
Remote Similarity	0.6183	NPC471953
Remote Similarity	0.6179	NPC94862
Remote Similarity	0.6178	NPC326333
Remote Similarity	0.6178	NPC204546
Remote Similarity	0.6175	NPC267928
Remote Similarity	0.6172	NPC314394
Remote Similarity	0.6171	NPC476106
Remote Similarity	0.6171	NPC472287
Remote Similarity	0.6171	NPC472286
Remote Similarity	0.6165	NPC312872
Remote Similarity	0.6164	NPC477551
Remote Similarity	0.6164	NPC469443
Remote Similarity	0.6164	NPC315957
Remote Similarity	0.6163	NPC51854
Remote Similarity	0.6161	NPC20249
Remote Similarity	0.6161	NPC42591
Remote Similarity	0.6157	NPC197141
Remote Similarity	0.6154	NPC472168
Remote Similarity	0.6154	NPC119652
Remote Similarity	0.6154	NPC97526
Remote Similarity	0.6151	NPC184680
Remote Similarity	0.615	NPC102959
Remote Similarity	0.6143	NPC474595
Remote Similarity	0.614	NPC324149
Remote Similarity	0.6137	NPC166655
Remote Similarity	0.6137	NPC125597
Remote Similarity	0.6132	NPC61350
Remote Similarity	0.6131	NPC156311
Remote Similarity	0.6131	NPC315257
Remote Similarity	0.6128	NPC476997
Remote Similarity	0.6126	NPC165349
Remote Similarity	0.6126	NPC264166
Remote Similarity	0.6126	NPC274291
Remote Similarity	0.6126	NPC329708
Remote Similarity	0.6126	NPC118832
Remote Similarity	0.6126	NPC47059
Remote Similarity	0.6125	NPC470785
Remote Similarity	0.6122	NPC9729
Remote Similarity	0.6121	NPC280272
Remote Similarity	0.6121	NPC51047
Remote Similarity	0.6121	NPC60516
Remote Similarity	0.6111	NPC302715
Remote Similarity	0.6108	NPC247251
Remote Similarity	0.6108	NPC254700
Remote Similarity	0.6103	NPC66083
Remote Similarity	0.6102	NPC476998
Remote Similarity	0.6102	NPC476996
Remote Similarity	0.6101	NPC478049
Remote Similarity	0.61	NPC26850
Remote Similarity	0.6095	NPC473404
Remote Similarity	0.6089	NPC314882
Remote Similarity	0.6089	NPC185782
Remote Similarity	0.6087	NPC473822
Remote Similarity	0.6081	NPC476138
Remote Similarity	0.6081	NPC245816
Remote Similarity	0.6078	NPC473317
Remote Similarity	0.6075	NPC230805
Remote Similarity	0.6073	NPC323662
Remote Similarity	0.6068	NPC14651
Remote Similarity	0.6068	NPC121658
Remote Similarity	0.6065	NPC133140
Remote Similarity	0.6065	NPC141915
Remote Similarity	0.6065	NPC114335
Remote Similarity	0.6065	NPC280964
Remote Similarity	0.6065	NPC195268
Remote Similarity	0.6063	NPC214368
Remote Similarity	0.6062	NPC123976
Remote Similarity	0.6062	NPC167860
Remote Similarity	0.6061	NPC153769
Remote Similarity	0.6059	NPC118511
Remote Similarity	0.6059	NPC476994
Remote Similarity	0.6056	NPC314573
Remote Similarity	0.6053	NPC476287
Remote Similarity	0.6051	NPC313414
Remote Similarity	0.605	NPC233926
Remote Similarity	0.6047	NPC61332
Remote Similarity	0.6047	NPC240130
Remote Similarity	0.6044	NPC476465
Remote Similarity	0.6039	NPC315467
Remote Similarity	0.6038	NPC84478
Remote Similarity	0.6037	NPC289786
Remote Similarity	0.6037	NPC84853
Remote Similarity	0.6036	NPC291535
Remote Similarity	0.6036	NPC475112
Remote Similarity	0.6036	NPC475085
Remote Similarity	0.6036	NPC311357
Remote Similarity	0.6034	NPC128115
Remote Similarity	0.6033	NPC29477
Remote Similarity	0.6032	NPC165964
Remote Similarity	0.6031	NPC178466

Drug Structure

NPD3602 OpenBabel08211703112D 40 41 0 0 1 0 0 0 0 0999 V2000 -6.0622 -2.5000 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 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 C 0 0 0 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 -10.3923 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -8.6603 0.0000 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 -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 -0.0000 -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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 -4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 1.5000 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 -9.5263 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 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 1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 2.0000 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 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 8 1 0 0 0 0 3 11 1 0 0 0 0 4 6 1 0 0 0 0 4 11 2 0 0 0 0 5 7 2 0 0 0 0 5 11 1 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 24 1 0 0 0 0 9 12 1 0 0 0 0 9 28 1 0 0 0 0 10 12 1 0 0 0 0 10 31 1 0 0 0 0 12 29 1 0 0 0 0 13 31 1 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 14 25 2 0 0 0 0 15 17 2 0 0 0 0 15 20 1 0 0 0 0 15 25 1 0 0 0 0 16 21 1 0 0 0 0 16 26 2 0 0 0 0 17 22 1 0 0 0 0 17 26 1 0 0 0 0 18 27 2 3 0 0 0 18 30 1 0 0 0 0 19 23 2 0 0 0 0 19 24 1 0 0 0 0 19 27 1 0 0 0 0 21 32 1 0 0 0 0 21 33 1 0 0 0 0 22 34 1 0 0 0 0 22 35 1 0 0 0 0 23 36 1 0 0 0 0 24 37 1 0 0 0 0 28 38 1 0 0 0 0 29 39 1 0 0 0 0 30 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011227
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10310524
ChEBI
CAS Number

Drug Properties

Molecular Weight	451.17
ALogP	-3.256
MLogP	2.23
XLogP	1.375
HDA	10
HBD	7
Rotatable Bonds	18
TPSA	195.98
RO5 Violation	2