NPASS drugs

Drug Information

Drug ID:	NPD8027
Drug Name:	Aripiprazole Lauroxil
Molecular Formula:	C36H51Cl2N3O4
Canonical SMILES:	CCCCCCCCCCCC(=O)OCN1C(=O)CCc2c1cc(OCCCCN1CCN(CC1)c1cccc(c1Cl)Cl)cc2
Standard InCHI:	InChI=1S/C36H51Cl2N3O4/c1-2-3-4-5-6-7-8-9-10-16-35(43)45-28-41-33-27-30(19-17-29(33)18-20-34(41)42)44-26-12-11-21-39-22-24-40(25-23-39)32-15-13-14-31(37)36(32)38/h13-15,17,19,27H,2-12,16,18,20-26,28H2,1H3
Standard InCHIKey:	DDINXHAORAAYAD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8027

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	301
0.1-0.2	1745
0.2-0.3	8990
0.3-0.4	4202
0.4-0.5	12551
0.5-0.6	2729
0.6-0.7	359
0.7-0.8	13
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	0.7273	NPC67904
Intermediate Similarity	0.7268	NPC473004
Intermediate Similarity	0.7157	NPC21425
Intermediate Similarity	0.7123	NPC473005
Intermediate Similarity	0.711	NPC473006
Intermediate Similarity	0.7089	NPC41216
Intermediate Similarity	0.7087	NPC473569
Intermediate Similarity	0.7059	NPC473007
Intermediate Similarity	0.7056	NPC268077
Intermediate Similarity	0.7033	NPC230313
Intermediate Similarity	0.7014	NPC100863
Intermediate Similarity	0.7009	NPC207971
Intermediate Similarity	0.7005	NPC473008
Remote Similarity	0.6986	NPC159815
Remote Similarity	0.696	NPC248903
Remote Similarity	0.6948	NPC138830
Remote Similarity	0.6938	NPC204970
Remote Similarity	0.693	NPC473460
Remote Similarity	0.6923	NPC189661
Remote Similarity	0.6916	NPC26928
Remote Similarity	0.6905	NPC471825
Remote Similarity	0.6869	NPC299582
Remote Similarity	0.6864	NPC82541
Remote Similarity	0.6858	NPC148124
Remote Similarity	0.683	NPC77777
Remote Similarity	0.6814	NPC99724
Remote Similarity	0.681	NPC28510
Remote Similarity	0.681	NPC22476
Remote Similarity	0.6792	NPC243626
Remote Similarity	0.6776	NPC71124
Remote Similarity	0.6773	NPC471561
Remote Similarity	0.677	NPC318525
Remote Similarity	0.677	NPC10653
Remote Similarity	0.6765	NPC127082
Remote Similarity	0.6757	NPC264176
Remote Similarity	0.6757	NPC10732
Remote Similarity	0.6744	NPC5374
Remote Similarity	0.6741	NPC148183
Remote Similarity	0.6741	NPC152768
Remote Similarity	0.6712	NPC477161
Remote Similarity	0.6711	NPC305984
Remote Similarity	0.6698	NPC234933
Remote Similarity	0.6697	NPC475133
Remote Similarity	0.6696	NPC476436
Remote Similarity	0.6682	NPC127996
Remote Similarity	0.6682	NPC174629
Remote Similarity	0.6682	NPC45389
Remote Similarity	0.6682	NPC474059
Remote Similarity	0.6667	NPC254957
Remote Similarity	0.6667	NPC473422
Remote Similarity	0.6652	NPC21638
Remote Similarity	0.6652	NPC115588
Remote Similarity	0.6636	NPC127178
Remote Similarity	0.6624	NPC476429
Remote Similarity	0.6622	NPC477160
Remote Similarity	0.6607	NPC472098
Remote Similarity	0.6594	NPC46259
Remote Similarity	0.6594	NPC329830
Remote Similarity	0.6591	NPC475147
Remote Similarity	0.6591	NPC87714
Remote Similarity	0.6587	NPC288305
Remote Similarity	0.658	NPC231924
Remote Similarity	0.6575	NPC311357
Remote Similarity	0.6537	NPC73280
Remote Similarity	0.6532	NPC198160
Remote Similarity	0.6528	NPC477258
Remote Similarity	0.6527	NPC49583
Remote Similarity	0.652	NPC234772
Remote Similarity	0.651	NPC308197
Remote Similarity	0.6509	NPC232872
Remote Similarity	0.6507	NPC288110
Remote Similarity	0.6507	NPC219397
Remote Similarity	0.65	NPC15987
Remote Similarity	0.6495	NPC1820
Remote Similarity	0.6494	NPC71539
Remote Similarity	0.6494	NPC250960
Remote Similarity	0.6491	NPC126556
Remote Similarity	0.6489	NPC471532
Remote Similarity	0.6488	NPC471648
Remote Similarity	0.6485	NPC474183
Remote Similarity	0.6479	NPC477186
Remote Similarity	0.6478	NPC128115
Remote Similarity	0.6478	NPC476069
Remote Similarity	0.6478	NPC472099
Remote Similarity	0.6473	NPC469722
Remote Similarity	0.646	NPC116178
Remote Similarity	0.6459	NPC222524
Remote Similarity	0.6457	NPC308943
Remote Similarity	0.6444	NPC184680
Remote Similarity	0.6444	NPC131977
Remote Similarity	0.6444	NPC269449
Remote Similarity	0.6444	NPC476651
Remote Similarity	0.6441	NPC14339
Remote Similarity	0.6438	NPC122886
Remote Similarity	0.6438	NPC241263
Remote Similarity	0.6435	NPC37957
Remote Similarity	0.6432	NPC217903
Remote Similarity	0.6432	NPC321166
Remote Similarity	0.6429	NPC329567
Remote Similarity	0.6429	NPC205926
Remote Similarity	0.6429	NPC476220
Remote Similarity	0.6429	NPC160113
Remote Similarity	0.6429	NPC330683
Remote Similarity	0.6422	NPC472114
Remote Similarity	0.6422	NPC472115
Remote Similarity	0.6419	NPC195636
Remote Similarity	0.6419	NPC203628
Remote Similarity	0.6417	NPC151171
Remote Similarity	0.6417	NPC470785
Remote Similarity	0.6417	NPC470784
Remote Similarity	0.641	NPC266994
Remote Similarity	0.6407	NPC274268
Remote Similarity	0.6398	NPC223242
Remote Similarity	0.6393	NPC193906
Remote Similarity	0.6393	NPC112937
Remote Similarity	0.6393	NPC23080
Remote Similarity	0.6389	NPC206109
Remote Similarity	0.6389	NPC114039
Remote Similarity	0.6388	NPC119722
Remote Similarity	0.6386	NPC93653
Remote Similarity	0.6381	NPC166169
Remote Similarity	0.638	NPC232600
Remote Similarity	0.6376	NPC471531
Remote Similarity	0.6373	NPC24954
Remote Similarity	0.6359	NPC203972
Remote Similarity	0.6356	NPC74216
Remote Similarity	0.6348	NPC313327
Remote Similarity	0.6345	NPC139373
Remote Similarity	0.6345	NPC242000
Remote Similarity	0.6338	NPC315542
Remote Similarity	0.6337	NPC301163
Remote Similarity	0.6333	NPC154922
Remote Similarity	0.6332	NPC55470
Remote Similarity	0.6327	NPC189908
Remote Similarity	0.6326	NPC169387
Remote Similarity	0.6326	NPC477259
Remote Similarity	0.6322	NPC476258
Remote Similarity	0.6322	NPC304837
Remote Similarity	0.6322	NPC469450
Remote Similarity	0.632	NPC473041
Remote Similarity	0.632	NPC303658
Remote Similarity	0.6318	NPC323198
Remote Similarity	0.6318	NPC17677
Remote Similarity	0.6314	NPC473458
Remote Similarity	0.6309	NPC128476
Remote Similarity	0.6306	NPC471489
Remote Similarity	0.6306	NPC470586
Remote Similarity	0.6303	NPC5167
Remote Similarity	0.6301	NPC303214
Remote Similarity	0.6298	NPC476425
Remote Similarity	0.6298	NPC307640
Remote Similarity	0.6293	NPC153923
Remote Similarity	0.6293	NPC254700
Remote Similarity	0.6287	NPC311906
Remote Similarity	0.6286	NPC285941
Remote Similarity	0.6279	NPC469830
Remote Similarity	0.6275	NPC191863
Remote Similarity	0.6275	NPC133470
Remote Similarity	0.6275	NPC289776
Remote Similarity	0.627	NPC469451
Remote Similarity	0.627	NPC469452
Remote Similarity	0.627	NPC284685
Remote Similarity	0.6268	NPC279871
Remote Similarity	0.6266	NPC291173
Remote Similarity	0.6263	NPC266425
Remote Similarity	0.6256	NPC247639
Remote Similarity	0.6256	NPC25084
Remote Similarity	0.6245	NPC470481
Remote Similarity	0.6245	NPC470482
Remote Similarity	0.6244	NPC9373
Remote Similarity	0.6233	NPC262725
Remote Similarity	0.6233	NPC116007
Remote Similarity	0.6229	NPC19175
Remote Similarity	0.6226	NPC287588
Remote Similarity	0.6226	NPC85613
Remote Similarity	0.6226	NPC39822
Remote Similarity	0.6223	NPC222046
Remote Similarity	0.6221	NPC105055
Remote Similarity	0.6221	NPC174122
Remote Similarity	0.6221	NPC64140
Remote Similarity	0.6221	NPC208890
Remote Similarity	0.6221	NPC22689
Remote Similarity	0.622	NPC139085
Remote Similarity	0.622	NPC81939
Remote Similarity	0.622	NPC329932
Remote Similarity	0.622	NPC214626
Remote Similarity	0.622	NPC251212
Remote Similarity	0.6218	NPC471762
Remote Similarity	0.6217	NPC30749
Remote Similarity	0.6215	NPC179704
Remote Similarity	0.6214	NPC301501
Remote Similarity	0.621	NPC302001
Remote Similarity	0.6207	NPC113946
Remote Similarity	0.6205	NPC295898
Remote Similarity	0.6205	NPC288759
Remote Similarity	0.6205	NPC474077
Remote Similarity	0.6204	NPC113455
Remote Similarity	0.6202	NPC469915
Remote Similarity	0.6201	NPC326333
Remote Similarity	0.6199	NPC472191

Drug Structure

NPD8027 OpenBabel08211712032D 45 48 0 0 0 0 0 0 0 0999 V2000 -9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 2.5000 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 2.5000 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 -6.0622 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 -4.3301 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 2.5000 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 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -4.5000 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 1.7321 -2.0000 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 2.5981 -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 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 6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -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 0.0000 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 0.8660 -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 9.5263 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -5.0000 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 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -7.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -6.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -4.5000 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 -1.7321 -0.0000 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 3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 21 1 0 0 0 0 12 26 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 31 1 0 0 0 0 15 32 2 0 0 0 0 16 35 1 0 0 0 0 17 19 2 0 0 0 0 17 29 1 0 0 0 0 18 20 1 0 0 0 0 18 29 1 0 0 0 0 19 30 1 0 0 0 0 20 34 1 0 0 0 0 21 39 1 0 0 0 0 22 24 1 0 0 0 0 22 39 1 0 0 0 0 23 25 1 0 0 0 0 23 39 1 0 0 0 0 24 40 1 0 0 0 0 25 40 1 0 0 0 0 26 44 1 0 0 0 0 27 30 2 0 0 0 0 27 33 1 0 0 0 0 28 41 1 0 0 0 0 28 45 1 0 0 0 0 29 33 2 0 0 0 0 30 44 1 0 0 0 0 31 36 2 0 0 0 0 31 37 1 0 0 0 0 32 36 1 0 0 0 0 32 40 1 0 0 0 0 33 41 1 0 0 0 0 34 41 1 0 0 0 0 34 42 2 0 0 0 0 35 43 2 0 0 0 0 35 45 1 0 0 0 0 36 38 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	659.33
ALogP	-2.2746
MLogP	4.43
XLogP	9.685
HDA	6
HBD	0
Rotatable Bonds	23
TPSA	62.32
RO5 Violation	2