NPASS drugs

Drug Information

Drug ID:	NPD6645
Drug Name:
Molecular Formula:	C26H34N4O4
Canonical SMILES:	COc1ccccc1N1CCN(CC1)CCN(c1ccccc1N(=O)=O)C(=O)C1CCCCC1
Standard InCHI:	InChI=1S/C26H34N4O4/c1-34-25-14-8-7-13-24(25)28-18-15-27(16-19-28)17-20-29(26(31)21-9-3-2-4-10-21)22-11-5-6-12-23(22)30(32)33/h5-8,11-14,21H,2-4,9-10,15-20H2,1H3
Standard InCHIKey:	HVMKWKIPLGPYAR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6645

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	247
0.1-0.2	1747
0.2-0.3	9362
0.3-0.4	3437
0.4-0.5	13102
0.5-0.6	2749
0.6-0.7	240
0.7-0.8	6
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	0.7414	NPC301163
Intermediate Similarity	0.7286	NPC471532
Intermediate Similarity	0.7059	NPC471531
Intermediate Similarity	0.7049	NPC73280
Intermediate Similarity	0.7015	NPC471561
Intermediate Similarity	0.7005	NPC288305
Remote Similarity	0.6968	NPC314659
Remote Similarity	0.6943	NPC473004
Remote Similarity	0.6936	NPC9373
Remote Similarity	0.6915	NPC197335
Remote Similarity	0.686	NPC168750
Remote Similarity	0.6823	NPC21425
Remote Similarity	0.6816	NPC473422
Remote Similarity	0.6786	NPC266425
Remote Similarity	0.6771	NPC87391
Remote Similarity	0.6758	NPC133470
Remote Similarity	0.6758	NPC191863
Remote Similarity	0.6758	NPC289776
Remote Similarity	0.675	NPC111492
Remote Similarity	0.672	NPC471648
Remote Similarity	0.6715	NPC473006
Remote Similarity	0.6703	NPC93653
Remote Similarity	0.6701	NPC230313
Remote Similarity	0.6684	NPC262725
Remote Similarity	0.6667	NPC473569
Remote Similarity	0.6667	NPC473008
Remote Similarity	0.6634	NPC311357
Remote Similarity	0.6616	NPC198401
Remote Similarity	0.6609	NPC476462
Remote Similarity	0.6608	NPC138365
Remote Similarity	0.6595	NPC299582
Remote Similarity	0.6593	NPC319320
Remote Similarity	0.6593	NPC287757
Remote Similarity	0.6571	NPC308197
Remote Similarity	0.655	NPC29650
Remote Similarity	0.6538	NPC315257
Remote Similarity	0.6535	NPC138830
Remote Similarity	0.6535	NPC67904
Remote Similarity	0.6534	NPC260601
Remote Similarity	0.6533	NPC243626
Remote Similarity	0.6532	NPC476475
Remote Similarity	0.652	NPC473460
Remote Similarity	0.6517	NPC100863
Remote Similarity	0.6517	NPC71124
Remote Similarity	0.65	NPC470023
Remote Similarity	0.6485	NPC5374
Remote Similarity	0.6482	NPC471825
Remote Similarity	0.648	NPC242000
Remote Similarity	0.648	NPC324081
Remote Similarity	0.6477	NPC270301
Remote Similarity	0.6471	NPC473005
Remote Similarity	0.6468	NPC470021
Remote Similarity	0.6467	NPC250476
Remote Similarity	0.6462	NPC473007
Remote Similarity	0.6448	NPC36836
Remote Similarity	0.6448	NPC63370
Remote Similarity	0.6442	NPC477160
Remote Similarity	0.644	NPC473432
Remote Similarity	0.6425	NPC254798
Remote Similarity	0.6425	NPC166169
Remote Similarity	0.6421	NPC307640
Remote Similarity	0.6417	NPC254700
Remote Similarity	0.6412	NPC231382
Remote Similarity	0.6406	NPC220560
Remote Similarity	0.64	NPC204156
Remote Similarity	0.6374	NPC257390
Remote Similarity	0.6369	NPC189908
Remote Similarity	0.6359	NPC207971
Remote Similarity	0.6355	NPC112937
Remote Similarity	0.6354	NPC290069
Remote Similarity	0.635	NPC204970
Remote Similarity	0.634	NPC85613
Remote Similarity	0.6338	NPC234772
Remote Similarity	0.6333	NPC476651
Remote Similarity	0.6329	NPC268077
Remote Similarity	0.6327	NPC302235
Remote Similarity	0.6318	NPC254957
Remote Similarity	0.6308	NPC118776
Remote Similarity	0.6308	NPC116096
Remote Similarity	0.6302	NPC164608
Remote Similarity	0.6298	NPC246140
Remote Similarity	0.6298	NPC477161
Remote Similarity	0.6298	NPC195787
Remote Similarity	0.6295	NPC470017
Remote Similarity	0.6294	NPC315542
Remote Similarity	0.629	NPC223242
Remote Similarity	0.6273	NPC257851
Remote Similarity	0.6268	NPC308943
Remote Similarity	0.6267	NPC470022
Remote Similarity	0.6263	NPC33507
Remote Similarity	0.6263	NPC1527
Remote Similarity	0.6262	NPC470586
Remote Similarity	0.6256	NPC5167
Remote Similarity	0.625	NPC474059
Remote Similarity	0.625	NPC174629
Remote Similarity	0.6244	NPC469829
Remote Similarity	0.6238	NPC470485
Remote Similarity	0.6237	NPC285941
Remote Similarity	0.6235	NPC218323
Remote Similarity	0.6233	NPC139373
Remote Similarity	0.6225	NPC161804
Remote Similarity	0.6223	NPC257763
Remote Similarity	0.6218	NPC279871
Remote Similarity	0.6214	NPC127178
Remote Similarity	0.6211	NPC473502
Remote Similarity	0.6211	NPC472115
Remote Similarity	0.6211	NPC472114
Remote Similarity	0.6207	NPC132308
Remote Similarity	0.6205	NPC472168
Remote Similarity	0.6205	NPC474815
Remote Similarity	0.6205	NPC287152
Remote Similarity	0.6205	NPC141053
Remote Similarity	0.6197	NPC470481
Remote Similarity	0.6197	NPC470482
Remote Similarity	0.6197	NPC159815
Remote Similarity	0.6195	NPC193906
Remote Similarity	0.6195	NPC23080
Remote Similarity	0.6195	NPC17677
Remote Similarity	0.619	NPC478075
Remote Similarity	0.6183	NPC471649
Remote Similarity	0.6181	NPC116007
Remote Similarity	0.6178	NPC471651
Remote Similarity	0.6178	NPC160113
Remote Similarity	0.6178	NPC476220
Remote Similarity	0.6175	NPC288110
Remote Similarity	0.6175	NPC144691
Remote Similarity	0.6175	NPC17565
Remote Similarity	0.6175	NPC233702
Remote Similarity	0.6173	NPC32064
Remote Similarity	0.6172	NPC14339
Remote Similarity	0.6172	NPC470484
Remote Similarity	0.6169	NPC45389
Remote Similarity	0.6162	NPC294951
Remote Similarity	0.6161	NPC330683
Remote Similarity	0.6161	NPC329567
Remote Similarity	0.6158	NPC24954
Remote Similarity	0.615	NPC82541
Remote Similarity	0.615	NPC154922
Remote Similarity	0.6146	NPC196091
Remote Similarity	0.6142	NPC190461
Remote Similarity	0.6142	NPC472163
Remote Similarity	0.6141	NPC40209
Remote Similarity	0.6139	NPC473407
Remote Similarity	0.6139	NPC470483
Remote Similarity	0.6139	NPC1820
Remote Similarity	0.6139	NPC473378
Remote Similarity	0.6138	NPC177404
Remote Similarity	0.6138	NPC199737
Remote Similarity	0.6136	NPC65277
Remote Similarity	0.6136	NPC196708
Remote Similarity	0.6134	NPC159767
Remote Similarity	0.6134	NPC155506
Remote Similarity	0.6133	NPC16188
Remote Similarity	0.6133	NPC247298
Remote Similarity	0.6129	NPC77777
Remote Similarity	0.6124	NPC41216
Remote Similarity	0.6123	NPC131977
Remote Similarity	0.6122	NPC269750
Remote Similarity	0.6122	NPC194671
Remote Similarity	0.6121	NPC10732
Remote Similarity	0.6119	NPC110741
Remote Similarity	0.6117	NPC234933
Remote Similarity	0.6114	NPC471604
Remote Similarity	0.6114	NPC212123
Remote Similarity	0.6106	NPC471489
Remote Similarity	0.6106	NPC469732
Remote Similarity	0.6105	NPC472923
Remote Similarity	0.6105	NPC118511
Remote Similarity	0.6101	NPC475609
Remote Similarity	0.6101	NPC222046
Remote Similarity	0.6096	NPC29285
Remote Similarity	0.6096	NPC301501
Remote Similarity	0.6093	NPC30749
Remote Similarity	0.6093	NPC268223
Remote Similarity	0.6091	NPC222524
Remote Similarity	0.6091	NPC287588
Remote Similarity	0.6089	NPC189724
Remote Similarity	0.6089	NPC212850
Remote Similarity	0.6089	NPC83289
Remote Similarity	0.6085	NPC287208
Remote Similarity	0.6083	NPC305984
Remote Similarity	0.6078	NPC78284
Remote Similarity	0.6073	NPC323969
Remote Similarity	0.607	NPC304837
Remote Similarity	0.607	NPC476258
Remote Similarity	0.607	NPC469450
Remote Similarity	0.6069	NPC283079
Remote Similarity	0.6068	NPC267928
Remote Similarity	0.6068	NPC314948
Remote Similarity	0.6067	NPC225745
Remote Similarity	0.6066	NPC245974
Remote Similarity	0.6065	NPC55470
Remote Similarity	0.6062	NPC469915
Remote Similarity	0.6059	NPC28510
Remote Similarity	0.6059	NPC92803
Remote Similarity	0.6059	NPC22476
Remote Similarity	0.6054	NPC471513
Remote Similarity	0.605	NPC138083
Remote Similarity	0.605	NPC322621
Remote Similarity	0.6047	NPC264176

Drug Structure

NPD6645 OpenBabel08211710072D 34 37 0 0 0 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 8.6603 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 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 8.6603 -0.0000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 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 7.7942 -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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 2.5981 -0.5000 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 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 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 6.9282 -0.0000 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 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 N 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 5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 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 1 34 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 21 1 0 0 0 0 10 21 1 0 0 0 0 11 22 2 0 0 0 0 12 23 2 0 0 0 0 13 24 2 0 0 0 0 14 25 2 0 0 0 0 15 18 1 0 0 0 0 15 27 1 0 0 0 0 16 19 1 0 0 0 0 16 27 1 0 0 0 0 17 20 1 0 0 0 0 17 27 1 0 0 0 0 18 28 1 0 0 0 0 19 28 1 0 0 0 0 20 29 1 0 0 0 0 21 26 1 0 0 0 0 22 23 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 24 25 1 0 0 0 0 24 28 1 0 0 0 0 25 34 1 0 0 0 0 26 29 1 0 0 0 0 26 31 2 0 0 0 0 30 32 2 0 0 0 0 30 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005622
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9847377
ChEBI
CAS Number

Drug Properties

Molecular Weight	466.26
ALogP	-0.428
MLogP	3.44
XLogP	5.368
HDA	4
HBD	0
Rotatable Bonds	11
TPSA	79.16
RO5 Violation	1