NPASS drugs

Drug Information

Drug ID:	NPD5334
Drug Name:
Molecular Formula:	C22H33N3O4
Canonical SMILES:	O=C(C1CCC(CC1)C(C)(C)C)Nc1ccc(cc1)OC(=NN1CCOCC1)O
Standard InCHI:	InChI=1S/C22H33N3O4/c1-22(2,3)17-6-4-16(5-7-17)20(26)23-18-8-10-19(11-9-18)29-21(27)24-25-12-14-28-15-13-25/h8-11,16-17H,4-7,12-15H2,1-3H3,(H,23,26)(H,24,27)
Standard InCHIKey:	XSLDWDIQZLTRHG-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5334

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	166
0.1-0.2	936
0.2-0.3	3528
0.3-0.4	8925
0.4-0.5	9893
0.5-0.6	6714
0.6-0.7	711
0.7-0.8	17
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	0.746	NPC230313
Intermediate Similarity	0.7345	NPC292143
Intermediate Similarity	0.7345	NPC139506
Intermediate Similarity	0.7323	NPC477160
Intermediate Similarity	0.7277	NPC243626
Intermediate Similarity	0.7249	NPC474059
Intermediate Similarity	0.7219	NPC473007
Intermediate Similarity	0.7204	NPC469831
Intermediate Similarity	0.7179	NPC138830
Intermediate Similarity	0.7173	NPC473004
Intermediate Similarity	0.7165	NPC100863
Intermediate Similarity	0.7158	NPC473008
Intermediate Similarity	0.7143	NPC21425
Intermediate Similarity	0.7111	NPC70172
Intermediate Similarity	0.705	NPC478075
Intermediate Similarity	0.7011	NPC73280
Intermediate Similarity	0.7	NPC477161
Remote Similarity	0.6984	NPC469829
Remote Similarity	0.6957	NPC77777
Remote Similarity	0.6942	NPC234772
Remote Similarity	0.6941	NPC204156
Remote Similarity	0.6919	NPC127178
Remote Similarity	0.6919	NPC67904
Remote Similarity	0.6919	NPC168750
Remote Similarity	0.6915	NPC195787
Remote Similarity	0.6915	NPC246140
Remote Similarity	0.6906	NPC315498
Remote Similarity	0.6906	NPC230942
Remote Similarity	0.6891	NPC473569
Remote Similarity	0.6889	NPC301163
Remote Similarity	0.6875	NPC469830
Remote Similarity	0.6872	NPC203972
Remote Similarity	0.6872	NPC315257
Remote Similarity	0.6865	NPC469671
Remote Similarity	0.6865	NPC126676
Remote Similarity	0.6851	NPC93653
Remote Similarity	0.6842	NPC288110
Remote Similarity	0.6818	NPC71124
Remote Similarity	0.6816	NPC207971
Remote Similarity	0.6816	NPC473460
Remote Similarity	0.6804	NPC5630
Remote Similarity	0.68	NPC9373
Remote Similarity	0.6796	NPC10732
Remote Similarity	0.6796	NPC159815
Remote Similarity	0.6784	NPC476475
Remote Similarity	0.6782	NPC470484
Remote Similarity	0.6782	NPC14339
Remote Similarity	0.6782	NPC268077
Remote Similarity	0.6774	NPC85482
Remote Similarity	0.6769	NPC22476
Remote Similarity	0.6768	NPC314948
Remote Similarity	0.6766	NPC473005
Remote Similarity	0.6761	NPC231924
Remote Similarity	0.6754	NPC314659
Remote Similarity	0.6746	NPC195636
Remote Similarity	0.6735	NPC204970
Remote Similarity	0.673	NPC10653
Remote Similarity	0.673	NPC318525
Remote Similarity	0.6723	NPC324081
Remote Similarity	0.672	NPC220560
Remote Similarity	0.6715	NPC127996
Remote Similarity	0.6702	NPC197335
Remote Similarity	0.6701	NPC470485
Remote Similarity	0.67	NPC475147
Remote Similarity	0.67	NPC87714
Remote Similarity	0.6699	NPC269449
Remote Similarity	0.6698	NPC46259
Remote Similarity	0.6686	NPC260601
Remote Similarity	0.6683	NPC474077
Remote Similarity	0.6683	NPC478049
Remote Similarity	0.6683	NPC473006
Remote Similarity	0.6683	NPC311357
Remote Similarity	0.6682	NPC19175
Remote Similarity	0.6667	NPC82541
Remote Similarity	0.6667	NPC126556
Remote Similarity	0.6667	NPC290069
Remote Similarity	0.6651	NPC476069
Remote Similarity	0.665	NPC475133
Remote Similarity	0.6649	NPC262725
Remote Similarity	0.6649	NPC283810
Remote Similarity	0.6648	NPC287757
Remote Similarity	0.6648	NPC319320
Remote Similarity	0.6636	NPC291173
Remote Similarity	0.6636	NPC223242
Remote Similarity	0.6635	NPC119722
Remote Similarity	0.6635	NPC96321
Remote Similarity	0.6633	NPC174629
Remote Similarity	0.6631	NPC469915
Remote Similarity	0.663	NPC176983
Remote Similarity	0.6622	NPC475816
Remote Similarity	0.662	NPC473458
Remote Similarity	0.6618	NPC471304
Remote Similarity	0.6618	NPC473422
Remote Similarity	0.6617	NPC5374
Remote Similarity	0.6616	NPC254957
Remote Similarity	0.6599	NPC470483
Remote Similarity	0.6599	NPC28510
Remote Similarity	0.659	NPC311906
Remote Similarity	0.658	NPC477159
Remote Similarity	0.6577	NPC301501
Remote Similarity	0.6575	NPC139373
Remote Similarity	0.6575	NPC474192
Remote Similarity	0.6575	NPC475720
Remote Similarity	0.6571	NPC476462
Remote Similarity	0.6571	NPC189661
Remote Similarity	0.6567	NPC138615
Remote Similarity	0.6567	NPC132874
Remote Similarity	0.6567	NPC218733
Remote Similarity	0.6567	NPC265642
Remote Similarity	0.6564	NPC87391
Remote Similarity	0.6562	NPC70092
Remote Similarity	0.6562	NPC85613
Remote Similarity	0.6559	NPC24954
Remote Similarity	0.655	NPC266425
Remote Similarity	0.6547	NPC469450
Remote Similarity	0.6542	NPC128476
Remote Similarity	0.6536	NPC242000
Remote Similarity	0.6534	NPC308197
Remote Similarity	0.6528	NPC472163
Remote Similarity	0.6528	NPC288305
Remote Similarity	0.6526	NPC222046
Remote Similarity	0.6524	NPC471652
Remote Similarity	0.6522	NPC471122
Remote Similarity	0.652	NPC1464
Remote Similarity	0.6517	NPC146370
Remote Similarity	0.6515	NPC203628
Remote Similarity	0.6512	NPC148124
Remote Similarity	0.651	NPC321211
Remote Similarity	0.6508	NPC471648
Remote Similarity	0.6505	NPC158900
Remote Similarity	0.65	NPC198401
Remote Similarity	0.6495	NPC472099
Remote Similarity	0.6492	NPC473432
Remote Similarity	0.6489	NPC469452
Remote Similarity	0.6489	NPC469451
Remote Similarity	0.6486	NPC154922
Remote Similarity	0.6485	NPC23080
Remote Similarity	0.6485	NPC193906
Remote Similarity	0.6477	NPC5167
Remote Similarity	0.6471	NPC471489
Remote Similarity	0.6471	NPC299582
Remote Similarity	0.6471	NPC232600
Remote Similarity	0.6468	NPC248903
Remote Similarity	0.6468	NPC471513
Remote Similarity	0.6465	NPC283207
Remote Similarity	0.6465	NPC99724
Remote Similarity	0.6462	NPC152768
Remote Similarity	0.6462	NPC148183
Remote Similarity	0.6457	NPC131977
Remote Similarity	0.6457	NPC150712
Remote Similarity	0.6452	NPC191863
Remote Similarity	0.6452	NPC133470
Remote Similarity	0.6452	NPC289776
Remote Similarity	0.6452	NPC286871
Remote Similarity	0.645	NPC471825
Remote Similarity	0.6449	NPC219397
Remote Similarity	0.6437	NPC287358
Remote Similarity	0.6436	NPC473502
Remote Similarity	0.6436	NPC472191
Remote Similarity	0.6432	NPC329932
Remote Similarity	0.6429	NPC102760
Remote Similarity	0.6429	NPC322621
Remote Similarity	0.6425	NPC269750
Remote Similarity	0.6425	NPC194671
Remote Similarity	0.6422	NPC26928
Remote Similarity	0.6416	NPC469722
Remote Similarity	0.6414	NPC217294
Remote Similarity	0.6413	NPC36836
Remote Similarity	0.6413	NPC29285
Remote Similarity	0.6413	NPC63370
Remote Similarity	0.6411	NPC471561
Remote Similarity	0.6409	NPC477397
Remote Similarity	0.6409	NPC473329
Remote Similarity	0.6404	NPC120239
Remote Similarity	0.6404	NPC17677
Remote Similarity	0.6402	NPC473041
Remote Similarity	0.6402	NPC33507
Remote Similarity	0.6398	NPC470482
Remote Similarity	0.6398	NPC470481
Remote Similarity	0.6398	NPC472098
Remote Similarity	0.6394	NPC222561
Remote Similarity	0.6392	NPC287588
Remote Similarity	0.6389	NPC2672
Remote Similarity	0.6387	NPC307640
Remote Similarity	0.6387	NPC285622
Remote Similarity	0.6386	NPC303214
Remote Similarity	0.6384	NPC184680
Remote Similarity	0.6384	NPC314702
Remote Similarity	0.6383	NPC254700
Remote Similarity	0.6383	NPC52059
Remote Similarity	0.6383	NPC470069
Remote Similarity	0.6383	NPC471124
Remote Similarity	0.6382	NPC473298
Remote Similarity	0.6376	NPC122886
Remote Similarity	0.6368	NPC160113
Remote Similarity	0.6368	NPC476220
Remote Similarity	0.6364	NPC199737
Remote Similarity	0.6364	NPC257763
Remote Similarity	0.6364	NPC472121
Remote Similarity	0.6359	NPC116096

Drug Structure

NPD5334 OpenBabel08211706322D 31 33 0 0 1 0 0 0 0 0999 V2000 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5622 -0.3660 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 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 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 3.5000 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 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 -6.0622 3.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 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 -6.0622 4.5000 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 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 5.0000 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 -0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 5.0000 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 -0.0000 -0.0000 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 -5.1962 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 22 1 0 0 0 0 4 6 1 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 16 1 0 0 0 0 6 17 1 0 0 0 0 7 17 1 0 0 0 0 8 10 1 0 0 0 0 8 18 2 0 0 0 0 9 11 2 0 0 0 0 9 18 1 0 0 0 0 10 19 2 0 0 0 0 11 19 1 0 0 0 0 12 14 1 0 0 0 0 12 25 1 0 0 0 0 13 15 1 0 0 0 0 13 25 1 0 0 0 0 14 28 1 0 0 0 0 15 28 1 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 29 1 0 0 0 0 20 23 1 0 0 0 0 20 26 2 0 0 0 0 21 24 2 3 0 0 0 21 27 1 0 0 0 0 21 29 1 0 0 0 0 23 30 1 0 0 0 0 24 25 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018036
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10453818
ChEBI
CAS Number

Drug Properties

Molecular Weight	403.25
ALogP	1.8677
MLogP	3.11
XLogP	6.064
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	83.39
RO5 Violation	1