NPASS drugs

Drug Information

Drug ID:	NPD4922
Drug Name:	Pruvanserin
Molecular Formula:	C22H21FN4O
Canonical SMILES:	N#Cc1c[nH]c2c1cccc2C(=O)N1CCN(CC1)CCc1ccc(cc1)F
Standard InCHI:	InChI=1S/C22H21FN4O/c23-18-6-4-16(5-7-18)8-9-26-10-12-27(13-11-26)22(28)20-3-1-2-19-17(14-24)15-25-21(19)20/h1-7,15,25H,8-13H2
Standard InCHIKey:	AQRLDDAFYYAIJP-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4922

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	534
0.1-0.2	4282
0.2-0.3	12238
0.3-0.4	9962
0.4-0.5	1462
0.5-0.6	1325
0.6-0.7	872
0.7-0.8	202
0.8-0.85	13
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	0.8352	NPC133003
Intermediate Similarity	0.8297	NPC477003
Intermediate Similarity	0.8229	NPC317701
Intermediate Similarity	0.8207	NPC141612
Intermediate Similarity	0.8207	NPC17273
Intermediate Similarity	0.8207	NPC135601
Intermediate Similarity	0.8197	NPC21429
Intermediate Similarity	0.8128	NPC476460
Intermediate Similarity	0.8122	NPC284775
Intermediate Similarity	0.8054	NPC99939
Intermediate Similarity	0.8054	NPC308931
Intermediate Similarity	0.8043	NPC470205
Intermediate Similarity	0.8042	NPC326422
Intermediate Similarity	0.7989	NPC191415
Intermediate Similarity	0.7979	NPC324091
Intermediate Similarity	0.7946	NPC102755
Intermediate Similarity	0.794	NPC72956
Intermediate Similarity	0.79	NPC6865
Intermediate Similarity	0.79	NPC153980
Intermediate Similarity	0.7877	NPC42372
Intermediate Similarity	0.7853	NPC304203
Intermediate Similarity	0.7811	NPC471193
Intermediate Similarity	0.7811	NPC471194
Intermediate Similarity	0.7783	NPC471192
Intermediate Similarity	0.7744	NPC477004
Intermediate Similarity	0.7735	NPC114637
Intermediate Similarity	0.7732	NPC167710
Intermediate Similarity	0.7722	NPC478184
Intermediate Similarity	0.7717	NPC293216
Intermediate Similarity	0.7688	NPC11126
Intermediate Similarity	0.7667	NPC478185
Intermediate Similarity	0.7632	NPC94752
Intermediate Similarity	0.7624	NPC478182
Intermediate Similarity	0.7619	NPC228835
Intermediate Similarity	0.7568	NPC252572
Intermediate Similarity	0.7556	NPC293487
Intermediate Similarity	0.7554	NPC471943
Intermediate Similarity	0.7553	NPC88110
Intermediate Similarity	0.7541	NPC56233
Intermediate Similarity	0.7527	NPC469529
Intermediate Similarity	0.7513	NPC470677
Intermediate Similarity	0.75	NPC17059
Intermediate Similarity	0.75	NPC79356
Intermediate Similarity	0.75	NPC102592
Intermediate Similarity	0.7487	NPC151635
Intermediate Similarity	0.7486	NPC470440
Intermediate Similarity	0.7475	NPC237414
Intermediate Similarity	0.7475	NPC220797
Intermediate Similarity	0.7475	NPC474318
Intermediate Similarity	0.7475	NPC475914
Intermediate Similarity	0.7475	NPC268744
Intermediate Similarity	0.7475	NPC153123
Intermediate Similarity	0.7475	NPC201266
Intermediate Similarity	0.7473	NPC161861
Intermediate Similarity	0.746	NPC16659
Intermediate Similarity	0.7446	NPC478183
Intermediate Similarity	0.7438	NPC116555
Intermediate Similarity	0.7437	NPC166209
Intermediate Similarity	0.7437	NPC13456
Intermediate Similarity	0.7437	NPC77241
Intermediate Similarity	0.7437	NPC269203
Intermediate Similarity	0.7435	NPC467063
Intermediate Similarity	0.743	NPC325903
Intermediate Similarity	0.7418	NPC470680
Intermediate Similarity	0.7418	NPC100104
Intermediate Similarity	0.7407	NPC265710
Intermediate Similarity	0.74	NPC471944
Intermediate Similarity	0.7377	NPC242116
Intermediate Similarity	0.7374	NPC470233
Intermediate Similarity	0.7371	NPC473666
Intermediate Similarity	0.7363	NPC474492
Intermediate Similarity	0.7356	NPC230002
Intermediate Similarity	0.7356	NPC279081
Intermediate Similarity	0.7354	NPC240088
Intermediate Similarity	0.7354	NPC473380
Intermediate Similarity	0.7347	NPC216550
Intermediate Similarity	0.7347	NPC47190
Intermediate Similarity	0.7344	NPC165495
Intermediate Similarity	0.7344	NPC110158
Intermediate Similarity	0.734	NPC471191
Intermediate Similarity	0.7337	NPC21174
Intermediate Similarity	0.7337	NPC271797
Intermediate Similarity	0.7337	NPC474916
Intermediate Similarity	0.7333	NPC200214
Intermediate Similarity	0.7308	NPC76982
Intermediate Similarity	0.7303	NPC469811
Intermediate Similarity	0.7295	NPC470702
Intermediate Similarity	0.7295	NPC473218
Intermediate Similarity	0.7277	NPC73994
Intermediate Similarity	0.7273	NPC294693
Intermediate Similarity	0.7273	NPC32534
Intermediate Similarity	0.7268	NPC56765
Intermediate Similarity	0.7263	NPC321911
Intermediate Similarity	0.726	NPC470703
Intermediate Similarity	0.7259	NPC272458
Intermediate Similarity	0.7247	NPC63545
Intermediate Similarity	0.7245	NPC154339
Intermediate Similarity	0.7243	NPC317105
Intermediate Similarity	0.7243	NPC265100
Intermediate Similarity	0.7231	NPC278434
Intermediate Similarity	0.7225	NPC213468
Intermediate Similarity	0.7208	NPC138370
Intermediate Similarity	0.7207	NPC201380
Intermediate Similarity	0.7207	NPC179787
Intermediate Similarity	0.7204	NPC233380
Intermediate Similarity	0.7202	NPC117027
Intermediate Similarity	0.72	NPC110126
Intermediate Similarity	0.72	NPC73767
Intermediate Similarity	0.7194	NPC213629
Intermediate Similarity	0.7191	NPC314372
Intermediate Similarity	0.7189	NPC470203
Intermediate Similarity	0.7184	NPC105127
Intermediate Similarity	0.7181	NPC91895
Intermediate Similarity	0.7175	NPC190296
Intermediate Similarity	0.7174	NPC92796
Intermediate Similarity	0.7174	NPC135141
Intermediate Similarity	0.7173	NPC157583
Intermediate Similarity	0.7173	NPC237188
Intermediate Similarity	0.7159	NPC469779
Intermediate Similarity	0.7159	NPC469768
Intermediate Similarity	0.7159	NPC469784
Intermediate Similarity	0.7159	NPC469780
Intermediate Similarity	0.7159	NPC469761
Intermediate Similarity	0.7159	NPC469767
Intermediate Similarity	0.7159	NPC469783
Intermediate Similarity	0.7156	NPC267811
Intermediate Similarity	0.7156	NPC477715
Intermediate Similarity	0.7156	NPC27041
Intermediate Similarity	0.7151	NPC288838
Intermediate Similarity	0.715	NPC128244
Intermediate Similarity	0.7143	NPC262338
Intermediate Similarity	0.7143	NPC300183
Intermediate Similarity	0.7136	NPC54420
Intermediate Similarity	0.7136	NPC267343
Intermediate Similarity	0.7135	NPC215584
Intermediate Similarity	0.7135	NPC122141
Intermediate Similarity	0.7135	NPC470204
Intermediate Similarity	0.7135	NPC44773
Intermediate Similarity	0.7129	NPC81535
Intermediate Similarity	0.7128	NPC70949
Intermediate Similarity	0.7127	NPC24678
Intermediate Similarity	0.7127	NPC105818
Intermediate Similarity	0.7127	NPC53947
Intermediate Similarity	0.7126	NPC96102
Intermediate Similarity	0.7123	NPC477714
Intermediate Similarity	0.712	NPC286427
Intermediate Similarity	0.7119	NPC469766
Intermediate Similarity	0.7114	NPC227582
Intermediate Similarity	0.7112	NPC115232
Intermediate Similarity	0.7109	NPC470732
Intermediate Similarity	0.7109	NPC322064
Intermediate Similarity	0.7109	NPC470731
Intermediate Similarity	0.7107	NPC321708
Intermediate Similarity	0.7107	NPC103119
Intermediate Similarity	0.7101	NPC266249
Intermediate Similarity	0.71	NPC202812
Intermediate Similarity	0.7098	NPC24864
Intermediate Similarity	0.7098	NPC477042
Intermediate Similarity	0.7097	NPC194881
Intermediate Similarity	0.7095	NPC159856
Intermediate Similarity	0.7092	NPC62749
Intermediate Similarity	0.709	NPC194411
Intermediate Similarity	0.7086	NPC84911
Intermediate Similarity	0.7086	NPC150259
Intermediate Similarity	0.7083	NPC83774
Intermediate Similarity	0.7083	NPC145885
Intermediate Similarity	0.7083	NPC84827
Intermediate Similarity	0.7083	NPC14113
Intermediate Similarity	0.7081	NPC318065
Intermediate Similarity	0.7081	NPC41257
Intermediate Similarity	0.7081	NPC206819
Intermediate Similarity	0.7079	NPC131887
Intermediate Similarity	0.7067	NPC162860
Intermediate Similarity	0.7067	NPC478158
Intermediate Similarity	0.7059	NPC90723
Intermediate Similarity	0.7059	NPC274981
Intermediate Similarity	0.7059	NPC194640
Intermediate Similarity	0.7049	NPC469760
Intermediate Similarity	0.7049	NPC469763
Intermediate Similarity	0.7049	NPC73952
Intermediate Similarity	0.7049	NPC469765
Intermediate Similarity	0.7049	NPC259644
Intermediate Similarity	0.7049	NPC469786
Intermediate Similarity	0.7049	NPC25008
Intermediate Similarity	0.7047	NPC12649
Intermediate Similarity	0.7047	NPC248462
Intermediate Similarity	0.7044	NPC74413
Intermediate Similarity	0.7042	NPC281049
Intermediate Similarity	0.7037	NPC78020
Intermediate Similarity	0.7037	NPC63751
Intermediate Similarity	0.7037	NPC229893
Intermediate Similarity	0.7035	NPC117244
Intermediate Similarity	0.7035	NPC473763
Intermediate Similarity	0.7033	NPC40070
Intermediate Similarity	0.7033	NPC123839
Intermediate Similarity	0.7033	NPC471655
Intermediate Similarity	0.7031	NPC280852
Intermediate Similarity	0.7029	NPC261195
Intermediate Similarity	0.7029	NPC29886
Intermediate Similarity	0.7027	NPC236711

Drug Structure

NPD4922 OpenBabel08211706322D 29 32 0 0 0 0 0 0 0 0999 V2000 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0021 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1361 -3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8682 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0021 -4.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2701 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4041 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5380 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1361 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8682 -3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7342 -4.4781 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.3576 -1.2248 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 -4.5380 -2.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -1.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 0.0219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 19 1 0 0 0 0 3 20 2 0 0 0 0 4 6 1 0 0 0 0 4 16 2 0 0 0 0 5 7 2 0 0 0 0 5 16 1 0 0 0 0 6 18 2 0 0 0 0 7 18 1 0 0 0 0 8 9 1 0 0 0 0 8 16 1 0 0 0 0 9 26 1 0 0 0 0 10 12 1 0 0 0 0 10 26 1 0 0 0 0 11 13 1 0 0 0 0 11 26 1 0 0 0 0 12 27 1 0 0 0 0 13 27 1 0 0 0 0 14 17 1 0 0 0 0 14 24 3 0 0 0 0 15 17 2 0 0 0 0 15 25 1 0 0 0 0 17 19 1 0 0 0 0 18 23 1 0 0 0 0 19 21 2 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 25 1 0 0 0 0 22 27 1 0 0 0 0 22 28 2 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011099
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6433122
ChEBI
CAS Number

Drug Properties

Molecular Weight	376.17
ALogP	-0.214
MLogP	3.22
XLogP	3.631
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	63.13
RO5 Violation	0