NPASS drugs

Drug Information

Drug ID:	NPD6198
Drug Name:	abaperidone
Molecular Formula:	C25H25FN2O5
Canonical SMILES:	OCc1coc2c(c1=O)ccc(c2)OCCCN1CCC(CC1)c1noc2c1ccc(c2)F
Standard InCHI:	InChI=1S/C25H25FN2O5/c26-18-2-4-20-23(12-18)33-27-24(20)16-6-9-28(10-7-16)8-1-11-31-19-3-5-21-22(13-19)32-15-17(14-29)25(21)30/h2-5,12-13,15-16,29H,1,6-11,14H2
Standard InCHIKey:	ICAXEUYZCLRXKY-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6198

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	288
0.1-0.2	1408
0.2-0.3	5256
0.3-0.4	7222
0.4-0.5	4636
0.5-0.6	8433
0.6-0.7	3627
0.7-0.8	20
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	0.7488	NPC198160
Intermediate Similarity	0.7477	NPC469439
Intermediate Similarity	0.7465	NPC15987
Intermediate Similarity	0.7443	NPC217903
Intermediate Similarity	0.7397	NPC116178
Intermediate Similarity	0.7364	NPC321166
Intermediate Similarity	0.7358	NPC234933
Intermediate Similarity	0.7353	NPC327005
Intermediate Similarity	0.7286	NPC206109
Intermediate Similarity	0.7286	NPC114039
Intermediate Similarity	0.7285	NPC30749
Intermediate Similarity	0.724	NPC305542
Intermediate Similarity	0.7156	NPC1820
Intermediate Similarity	0.7143	NPC288759
Intermediate Similarity	0.7137	NPC329830
Intermediate Similarity	0.7091	NPC212123
Intermediate Similarity	0.7083	NPC241263
Intermediate Similarity	0.7078	NPC313112
Intermediate Similarity	0.7078	NPC301292
Intermediate Similarity	0.7077	NPC264400
Remote Similarity	0.699	NPC129578
Remote Similarity	0.6964	NPC218303
Remote Similarity	0.6948	NPC469437
Remote Similarity	0.6947	NPC176113
Remote Similarity	0.6946	NPC119134
Remote Similarity	0.6916	NPC470001
Remote Similarity	0.6916	NPC470002
Remote Similarity	0.691	NPC13249
Remote Similarity	0.6901	NPC107123
Remote Similarity	0.6897	NPC473449
Remote Similarity	0.6891	NPC477589
Remote Similarity	0.6891	NPC477587
Remote Similarity	0.6889	NPC295479
Remote Similarity	0.6889	NPC220241
Remote Similarity	0.6875	NPC9475
Remote Similarity	0.6857	NPC67401
Remote Similarity	0.6857	NPC309692
Remote Similarity	0.6847	NPC65504
Remote Similarity	0.6844	NPC474366
Remote Similarity	0.6834	NPC296030
Remote Similarity	0.6834	NPC39929
Remote Similarity	0.6833	NPC477586
Remote Similarity	0.6833	NPC477585
Remote Similarity	0.6833	NPC477590
Remote Similarity	0.6833	NPC477588
Remote Similarity	0.6824	NPC97746
Remote Similarity	0.682	NPC264938
Remote Similarity	0.6815	NPC472589
Remote Similarity	0.681	NPC298320
Remote Similarity	0.6804	NPC261234
Remote Similarity	0.6798	NPC148391
Remote Similarity	0.6782	NPC473194
Remote Similarity	0.6782	NPC122365
Remote Similarity	0.6782	NPC213608
Remote Similarity	0.6782	NPC1477
Remote Similarity	0.6774	NPC478045
Remote Similarity	0.677	NPC14390
Remote Similarity	0.6769	NPC129853
Remote Similarity	0.6769	NPC76445
Remote Similarity	0.6769	NPC284550
Remote Similarity	0.6753	NPC118813
Remote Similarity	0.6751	NPC302181
Remote Similarity	0.675	NPC221868
Remote Similarity	0.675	NPC37208
Remote Similarity	0.6748	NPC134637
Remote Similarity	0.6734	NPC472588
Remote Similarity	0.6734	NPC130581
Remote Similarity	0.6734	NPC110303
Remote Similarity	0.6734	NPC12148
Remote Similarity	0.6734	NPC23728
Remote Similarity	0.6733	NPC5871
Remote Similarity	0.6732	NPC40583
Remote Similarity	0.6727	NPC83019
Remote Similarity	0.6717	NPC473015
Remote Similarity	0.6717	NPC470136
Remote Similarity	0.6717	NPC39045
Remote Similarity	0.6717	NPC230943
Remote Similarity	0.6717	NPC470135
Remote Similarity	0.6717	NPC473013
Remote Similarity	0.6715	NPC473011
Remote Similarity	0.6711	NPC16249
Remote Similarity	0.671	NPC134702
Remote Similarity	0.671	NPC182853
Remote Similarity	0.6701	NPC53192
Remote Similarity	0.6701	NPC290291
Remote Similarity	0.6701	NPC275055
Remote Similarity	0.6701	NPC202981
Remote Similarity	0.67	NPC132592
Remote Similarity	0.67	NPC272194
Remote Similarity	0.67	NPC135325
Remote Similarity	0.67	NPC160821
Remote Similarity	0.67	NPC168085
Remote Similarity	0.67	NPC6511
Remote Similarity	0.6695	NPC76478
Remote Similarity	0.6695	NPC329631
Remote Similarity	0.6693	NPC129897
Remote Similarity	0.6693	NPC88923
Remote Similarity	0.6693	NPC100734
Remote Similarity	0.6693	NPC315634
Remote Similarity	0.6684	NPC6407
Remote Similarity	0.6684	NPC188243
Remote Similarity	0.6684	NPC110228
Remote Similarity	0.6683	NPC214774
Remote Similarity	0.6683	NPC83357
Remote Similarity	0.6683	NPC474161
Remote Similarity	0.6683	NPC142405
Remote Similarity	0.6683	NPC473078
Remote Similarity	0.6683	NPC54577
Remote Similarity	0.6683	NPC300267
Remote Similarity	0.6683	NPC301276
Remote Similarity	0.6683	NPC475052
Remote Similarity	0.6683	NPC470132
Remote Similarity	0.6683	NPC470133
Remote Similarity	0.6683	NPC111786
Remote Similarity	0.6683	NPC470647
Remote Similarity	0.6683	NPC176229
Remote Similarity	0.6683	NPC67805
Remote Similarity	0.6683	NPC20488
Remote Similarity	0.6683	NPC299011
Remote Similarity	0.6683	NPC312973
Remote Similarity	0.6683	NPC109183
Remote Similarity	0.6683	NPC470131
Remote Similarity	0.6683	NPC470134
Remote Similarity	0.6683	NPC476088
Remote Similarity	0.6683	NPC51641
Remote Similarity	0.6683	NPC267375
Remote Similarity	0.6683	NPC246948
Remote Similarity	0.6683	NPC195621
Remote Similarity	0.6683	NPC88964
Remote Similarity	0.6683	NPC210826
Remote Similarity	0.6682	NPC204580
Remote Similarity	0.6681	NPC298436
Remote Similarity	0.6681	NPC114468
Remote Similarity	0.668	NPC15406
Remote Similarity	0.6667	NPC198075
Remote Similarity	0.6667	NPC472460
Remote Similarity	0.6667	NPC149026
Remote Similarity	0.6667	NPC124269
Remote Similarity	0.6667	NPC147686
Remote Similarity	0.6667	NPC99333
Remote Similarity	0.6667	NPC125894
Remote Similarity	0.6667	NPC68104
Remote Similarity	0.6667	NPC150408
Remote Similarity	0.6667	NPC226644
Remote Similarity	0.6667	NPC77794
Remote Similarity	0.6667	NPC278249
Remote Similarity	0.6667	NPC310130
Remote Similarity	0.6667	NPC39329
Remote Similarity	0.6667	NPC91560
Remote Similarity	0.6667	NPC191489
Remote Similarity	0.6667	NPC223812
Remote Similarity	0.6667	NPC175504
Remote Similarity	0.6667	NPC473193
Remote Similarity	0.6667	NPC75049
Remote Similarity	0.6667	NPC280284
Remote Similarity	0.6667	NPC221432
Remote Similarity	0.6667	NPC38219
Remote Similarity	0.6667	NPC81697
Remote Similarity	0.6667	NPC188947
Remote Similarity	0.6667	NPC107177
Remote Similarity	0.6667	NPC85162
Remote Similarity	0.6667	NPC143896
Remote Similarity	0.6667	NPC37226
Remote Similarity	0.6667	NPC329225
Remote Similarity	0.6667	NPC317492
Remote Similarity	0.6667	NPC169591
Remote Similarity	0.6667	NPC164980
Remote Similarity	0.6667	NPC257097
Remote Similarity	0.6653	NPC183537
Remote Similarity	0.6653	NPC302807
Remote Similarity	0.6652	NPC2905
Remote Similarity	0.6652	NPC317572
Remote Similarity	0.6652	NPC469440
Remote Similarity	0.6651	NPC56170
Remote Similarity	0.6651	NPC474591
Remote Similarity	0.6651	NPC474881
Remote Similarity	0.665	NPC237635
Remote Similarity	0.665	NPC14871
Remote Similarity	0.665	NPC283234
Remote Similarity	0.665	NPC97716
Remote Similarity	0.665	NPC110969
Remote Similarity	0.665	NPC201731
Remote Similarity	0.665	NPC79469
Remote Similarity	0.665	NPC103362
Remote Similarity	0.665	NPC3188
Remote Similarity	0.665	NPC282300
Remote Similarity	0.665	NPC473077
Remote Similarity	0.665	NPC24673
Remote Similarity	0.665	NPC104406
Remote Similarity	0.665	NPC296998
Remote Similarity	0.665	NPC285623
Remote Similarity	0.6639	NPC473187
Remote Similarity	0.6638	NPC314633
Remote Similarity	0.6638	NPC264176
Remote Similarity	0.6636	NPC170333
Remote Similarity	0.6636	NPC308895
Remote Similarity	0.6635	NPC473196
Remote Similarity	0.6634	NPC471115
Remote Similarity	0.6634	NPC29777
Remote Similarity	0.6633	NPC329203

Drug Structure

NPD6198 OpenBabel08211709092D 34 38 0 0 0 0 0 0 0 0999 V2000 1.3660 6.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9563 0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2872 1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 5.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 5.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6473 -0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3164 -1.2784 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 4.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 0.0388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 3.0388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 4.5388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 1.5388 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 7.4282 -0.4612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 1 11 1 0 0 0 0 2 4 2 0 0 0 0 2 18 1 0 0 0 0 3 5 2 0 0 0 0 3 19 1 0 0 0 0 4 20 1 0 0 0 0 5 21 1 0 0 0 0 6 9 1 0 0 0 0 6 16 1 0 0 0 0 7 10 1 0 0 0 0 7 16 1 0 0 0 0 8 28 1 0 0 0 0 9 28 1 0 0 0 0 10 28 1 0 0 0 0 11 31 1 0 0 0 0 12 18 2 0 0 0 0 12 23 1 0 0 0 0 13 19 2 0 0 0 0 13 22 1 0 0 0 0 14 17 1 0 0 0 0 14 29 1 0 0 0 0 15 17 2 0 0 0 0 15 32 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 31 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 21 22 2 0 0 0 0 21 25 1 0 0 0 0 22 32 1 0 0 0 0 23 33 1 0 0 0 0 24 27 2 0 0 0 0 25 30 2 0 0 0 0 27 33 1 0 0 0 0 29 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007980
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	452.17
ALogP	-2.0544
MLogP	3.33
XLogP	3.998
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	85.03
RO5 Violation	0