NPASS drugs

Drug Information

Drug ID:	NPD6246
Drug Name:	Brexpiprazole
Molecular Formula:	C25H27N3O2S
Canonical SMILES:	Oc1ccc2c(n1)cc(cc2)OCCCCN1CCN(CC1)c1cccc2c1ccs2
Standard InCHI:	InChI=1S/C25H27N3O2S/c29-25-9-7-19-6-8-20(18-22(19)26-25)30-16-2-1-11-27-12-14-28(15-13-27)23-4-3-5-24-21(23)10-17-31-24/h3-10,17-18H,1-2,11-16H2,(H,26,29)
Standard InCHIKey:	ZKIAIYBUSXZPLP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6246

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	461
0.1-0.2	3432
0.2-0.3	9417
0.3-0.4	6274
0.4-0.5	8238
0.5-0.6	2329
0.6-0.7	680
0.7-0.8	59
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	0.7703	NPC193267
Intermediate Similarity	0.7703	NPC213530
Intermediate Similarity	0.7696	NPC469589
Intermediate Similarity	0.7557	NPC471080
Intermediate Similarity	0.7557	NPC469592
Intermediate Similarity	0.75	NPC283152
Intermediate Similarity	0.7489	NPC470931
Intermediate Similarity	0.7477	NPC472111
Intermediate Similarity	0.7422	NPC469594
Intermediate Similarity	0.7409	NPC475910
Intermediate Similarity	0.7404	NPC62069
Intermediate Similarity	0.7385	NPC223427
Intermediate Similarity	0.7354	NPC264176
Intermediate Similarity	0.7343	NPC168486
Intermediate Similarity	0.7343	NPC222592
Intermediate Similarity	0.7342	NPC167860
Intermediate Similarity	0.7342	NPC123976
Intermediate Similarity	0.7282	NPC288943
Intermediate Similarity	0.7273	NPC285558
Intermediate Similarity	0.7273	NPC153467
Intermediate Similarity	0.726	NPC475112
Intermediate Similarity	0.726	NPC291535
Intermediate Similarity	0.726	NPC475085
Intermediate Similarity	0.7217	NPC280272
Intermediate Similarity	0.7217	NPC66083
Intermediate Similarity	0.7189	NPC243834
Intermediate Similarity	0.7189	NPC70956
Intermediate Similarity	0.7174	NPC477532
Intermediate Similarity	0.7169	NPC11017
Intermediate Similarity	0.7169	NPC329747
Intermediate Similarity	0.7162	NPC476106
Intermediate Similarity	0.713	NPC128115
Intermediate Similarity	0.7124	NPC202605
Intermediate Similarity	0.7124	NPC112206
Intermediate Similarity	0.7114	NPC26850
Intermediate Similarity	0.7103	NPC110741
Intermediate Similarity	0.7094	NPC473185
Intermediate Similarity	0.7091	NPC249040
Intermediate Similarity	0.7078	NPC72211
Intermediate Similarity	0.7072	NPC469440
Intermediate Similarity	0.7067	NPC174758
Intermediate Similarity	0.7059	NPC232727
Intermediate Similarity	0.7056	NPC206251
Intermediate Similarity	0.7056	NPC477533
Intermediate Similarity	0.7056	NPC74382
Intermediate Similarity	0.7054	NPC99891
Intermediate Similarity	0.7051	NPC79293
Intermediate Similarity	0.7051	NPC279401
Intermediate Similarity	0.7048	NPC48353
Intermediate Similarity	0.7031	NPC152768
Intermediate Similarity	0.7031	NPC148183
Intermediate Similarity	0.7029	NPC295228
Intermediate Similarity	0.7027	NPC295898
Intermediate Similarity	0.7009	NPC475841
Intermediate Similarity	0.7009	NPC474145
Intermediate Similarity	0.7005	NPC114335
Intermediate Similarity	0.7005	NPC280964
Intermediate Similarity	0.7005	NPC141915
Intermediate Similarity	0.7	NPC305984
Remote Similarity	0.6996	NPC162484
Remote Similarity	0.6995	NPC84478
Remote Similarity	0.6992	NPC252251
Remote Similarity	0.6991	NPC174672
Remote Similarity	0.6986	NPC70259
Remote Similarity	0.6982	NPC470586
Remote Similarity	0.6978	NPC193777
Remote Similarity	0.6974	NPC472098
Remote Similarity	0.6965	NPC26872
Remote Similarity	0.6964	NPC36229
Remote Similarity	0.6964	NPC476581
Remote Similarity	0.6964	NPC16452
Remote Similarity	0.696	NPC11464
Remote Similarity	0.696	NPC290689
Remote Similarity	0.6951	NPC135887
Remote Similarity	0.6951	NPC199277
Remote Similarity	0.6941	NPC205934
Remote Similarity	0.6941	NPC43787
Remote Similarity	0.694	NPC473179
Remote Similarity	0.6936	NPC21638
Remote Similarity	0.6933	NPC477531
Remote Similarity	0.693	NPC314573
Remote Similarity	0.693	NPC204385
Remote Similarity	0.6927	NPC177404
Remote Similarity	0.692	NPC53144
Remote Similarity	0.6917	NPC24802
Remote Similarity	0.6912	NPC134079
Remote Similarity	0.6906	NPC267423
Remote Similarity	0.6905	NPC312872
Remote Similarity	0.6901	NPC470784
Remote Similarity	0.6901	NPC474183
Remote Similarity	0.6901	NPC118776
Remote Similarity	0.69	NPC296482
Remote Similarity	0.69	NPC202768
Remote Similarity	0.69	NPC53069
Remote Similarity	0.6892	NPC476582
Remote Similarity	0.6892	NPC476578
Remote Similarity	0.6892	NPC4071
Remote Similarity	0.6891	NPC209174
Remote Similarity	0.6889	NPC264166
Remote Similarity	0.6889	NPC274291
Remote Similarity	0.6889	NPC165349
Remote Similarity	0.6889	NPC329708
Remote Similarity	0.6889	NPC47059
Remote Similarity	0.6889	NPC118832
Remote Similarity	0.6884	NPC42591
Remote Similarity	0.6883	NPC183407
Remote Similarity	0.6883	NPC274982
Remote Similarity	0.6881	NPC469390
Remote Similarity	0.688	NPC60621
Remote Similarity	0.688	NPC310118
Remote Similarity	0.6875	NPC470889
Remote Similarity	0.6866	NPC224327
Remote Similarity	0.6864	NPC473449
Remote Similarity	0.6862	NPC201508
Remote Similarity	0.6862	NPC475253
Remote Similarity	0.6861	NPC121772
Remote Similarity	0.6861	NPC329793
Remote Similarity	0.686	NPC473183
Remote Similarity	0.686	NPC184680
Remote Similarity	0.6854	NPC249662
Remote Similarity	0.6849	NPC314954
Remote Similarity	0.6849	NPC476997
Remote Similarity	0.6844	NPC475774
Remote Similarity	0.6844	NPC200836
Remote Similarity	0.6842	NPC209769
Remote Similarity	0.6842	NPC201697
Remote Similarity	0.6838	NPC472099
Remote Similarity	0.6838	NPC132642
Remote Similarity	0.6833	NPC473053
Remote Similarity	0.6831	NPC470785
Remote Similarity	0.683	NPC31930
Remote Similarity	0.683	NPC476044
Remote Similarity	0.6828	NPC313189
Remote Similarity	0.6826	NPC96405
Remote Similarity	0.6826	NPC171409
Remote Similarity	0.6824	NPC303658
Remote Similarity	0.6822	NPC206201
Remote Similarity	0.682	NPC476996
Remote Similarity	0.682	NPC476998
Remote Similarity	0.6816	NPC287437
Remote Similarity	0.6812	NPC5145
Remote Similarity	0.681	NPC170114
Remote Similarity	0.6808	NPC72980
Remote Similarity	0.6807	NPC110151
Remote Similarity	0.6805	NPC255800
Remote Similarity	0.6805	NPC96584
Remote Similarity	0.6802	NPC267928
Remote Similarity	0.6793	NPC97746
Remote Similarity	0.6787	NPC131017
Remote Similarity	0.6786	NPC234197
Remote Similarity	0.6786	NPC315957
Remote Similarity	0.678	NPC162748
Remote Similarity	0.6778	NPC476994
Remote Similarity	0.6777	NPC474409
Remote Similarity	0.6777	NPC473184
Remote Similarity	0.6774	NPC61350
Remote Similarity	0.6773	NPC324149
Remote Similarity	0.6767	NPC470549
Remote Similarity	0.6765	NPC2497
Remote Similarity	0.6765	NPC214980
Remote Similarity	0.6763	NPC469554
Remote Similarity	0.6754	NPC135549
Remote Similarity	0.6753	NPC203168
Remote Similarity	0.6753	NPC316981
Remote Similarity	0.6752	NPC473041
Remote Similarity	0.6752	NPC173080
Remote Similarity	0.6748	NPC84508
Remote Similarity	0.6747	NPC63971
Remote Similarity	0.6747	NPC91868
Remote Similarity	0.6744	NPC219963
Remote Similarity	0.6743	NPC46580
Remote Similarity	0.6741	NPC18487
Remote Similarity	0.674	NPC164374
Remote Similarity	0.674	NPC137929
Remote Similarity	0.674	NPC470500
Remote Similarity	0.674	NPC475070
Remote Similarity	0.6739	NPC85273
Remote Similarity	0.6739	NPC219664
Remote Similarity	0.6736	NPC473105
Remote Similarity	0.6728	NPC94943
Remote Similarity	0.6726	NPC66815
Remote Similarity	0.6725	NPC82548
Remote Similarity	0.6724	NPC478074
Remote Similarity	0.6724	NPC266931
Remote Similarity	0.6715	NPC285635
Remote Similarity	0.6711	NPC176538
Remote Similarity	0.6711	NPC323345
Remote Similarity	0.6711	NPC470164
Remote Similarity	0.6709	NPC118121
Remote Similarity	0.6708	NPC471762
Remote Similarity	0.6697	NPC133140
Remote Similarity	0.6697	NPC195268
Remote Similarity	0.6696	NPC476116
Remote Similarity	0.6694	NPC477516
Remote Similarity	0.6683	NPC60553
Remote Similarity	0.6682	NPC190007
Remote Similarity	0.6682	NPC472193
Remote Similarity	0.6681	NPC204446
Remote Similarity	0.6681	NPC473822
Remote Similarity	0.6681	NPC294620

Drug Structure

NPD6246 OpenBabel08211709092D 32 36 0 0 0 0 0 0 0 0999 V2000 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -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 -9.6492 -3.6691 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 -7.7942 -1.5000 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 -8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -0.5000 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 -10.0559 -4.5827 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 -2.5981 -0.5000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -3.5000 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 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 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 -3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.0504 -4.4781 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 11 1 0 0 0 0 2 16 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 23 1 0 0 0 0 5 24 2 0 0 0 0 6 8 2 0 0 0 0 6 19 1 0 0 0 0 7 9 2 0 0 0 0 7 19 1 0 0 0 0 8 20 1 0 0 0 0 9 25 1 0 0 0 0 10 17 2 0 0 0 0 10 21 1 0 0 0 0 11 27 1 0 0 0 0 12 14 1 0 0 0 0 12 27 1 0 0 0 0 13 15 1 0 0 0 0 13 27 1 0 0 0 0 14 28 1 0 0 0 0 15 28 1 0 0 0 0 16 30 1 0 0 0 0 17 31 1 0 0 0 0 18 20 2 0 0 0 0 18 22 1 0 0 0 0 19 22 2 0 0 0 0 20 30 1 0 0 0 0 21 23 2 0 0 0 0 21 24 1 0 0 0 0 22 26 1 0 0 0 0 23 28 1 0 0 0 0 24 31 1 0 0 0 0 25 26 2 0 0 0 0 25 29 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003075
DrugBank	DB09128
ChEMBL	CHEMBL2105760
IUPHAR/BPS	7672
PharmaGKB
KEGG Drug	D10309
PubChem CID	11978813
ChEBI	134716
CAS Number	913611-97-9

Drug Properties

Molecular Weight	433.18
ALogP	-0.5038
MLogP	3.55
XLogP	4.809
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	77.07
RO5 Violation	0