NPASS drugs

Drug Information

Drug ID:	NPD4772
Drug Name:	Florbenazine
Molecular Formula:	C21H32FNO3
Canonical SMILES:	FCCCOc1cc2CCN3[C@@H](c2cc1OC)C[C@H]([C@@H](C3)CC(C)C)O
Standard InCHI:	InChI=1S/C21H32FNO3/c1-14(2)9-16-13-23-7-5-15-10-21(26-8-4-6-22)20(25-3)11-17(15)18(23)12-19(16)24/h10-11,14,16,18-19,24H,4-9,12-13H2,1-3H3/t16-,18-,19-/m1/s1
Standard InCHIKey:	GNKGXQHHUUEYQV-BHIYHBOVSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4772

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	174
0.1-0.2	1054
0.2-0.3	3119
0.3-0.4	9553
0.4-0.5	3757
0.5-0.6	9538
0.6-0.7	3103
0.7-0.8	372
0.8-0.85	156
0.85-0.9	64
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
High Similarity	0.8874	NPC274026
High Similarity	0.8792	NPC185838
High Similarity	0.8784	NPC136860
High Similarity	0.8784	NPC476567
High Similarity	0.8784	NPC128019
High Similarity	0.875	NPC192768
High Similarity	0.875	NPC88249
High Similarity	0.875	NPC220858
High Similarity	0.875	NPC97221
High Similarity	0.875	NPC151895
High Similarity	0.8742	NPC7467
High Similarity	0.871	NPC147091
High Similarity	0.8707	NPC314682
High Similarity	0.8675	NPC16107
High Similarity	0.8675	NPC179825
High Similarity	0.8675	NPC476151
High Similarity	0.8675	NPC51957
High Similarity	0.8675	NPC191376
High Similarity	0.8675	NPC210437
High Similarity	0.8675	NPC321505
High Similarity	0.8675	NPC106295
High Similarity	0.8675	NPC476144
High Similarity	0.8667	NPC130926
High Similarity	0.8662	NPC249274
High Similarity	0.8662	NPC205167
High Similarity	0.8649	NPC328750
High Similarity	0.8649	NPC213206
High Similarity	0.8649	NPC188163
High Similarity	0.8649	NPC474915
High Similarity	0.8645	NPC5238
High Similarity	0.8645	NPC469817
High Similarity	0.8645	NPC2413
High Similarity	0.8645	NPC39701
High Similarity	0.8645	NPC276588
High Similarity	0.8645	NPC295691
High Similarity	0.8645	NPC193949
High Similarity	0.8645	NPC189266
High Similarity	0.8645	NPC184026
High Similarity	0.8645	NPC207757
High Similarity	0.8645	NPC278799
High Similarity	0.8645	NPC110416
High Similarity	0.8645	NPC249797
High Similarity	0.8645	NPC172765
High Similarity	0.8645	NPC54379
High Similarity	0.8645	NPC204828
High Similarity	0.8645	NPC127674
High Similarity	0.8636	NPC82285
High Similarity	0.8636	NPC133011
High Similarity	0.8618	NPC135538
High Similarity	0.8618	NPC476571
High Similarity	0.8618	NPC24233
High Similarity	0.8618	NPC147390
High Similarity	0.8618	NPC246587
High Similarity	0.8618	NPC428
High Similarity	0.859	NPC25084
High Similarity	0.859	NPC247639
High Similarity	0.8562	NPC240841
High Similarity	0.8562	NPC103379
High Similarity	0.8562	NPC477565
High Similarity	0.8562	NPC42549
High Similarity	0.8562	NPC317272
High Similarity	0.8562	NPC256012
High Similarity	0.8562	NPC268503
High Similarity	0.8562	NPC250846
Intermediate Similarity	0.8481	NPC59028
Intermediate Similarity	0.8481	NPC92191
Intermediate Similarity	0.8472	NPC160193
Intermediate Similarity	0.8442	NPC60538
Intermediate Similarity	0.8442	NPC207824
Intermediate Similarity	0.8438	NPC320104
Intermediate Similarity	0.8428	NPC97072
Intermediate Similarity	0.8428	NPC215829
Intermediate Similarity	0.8408	NPC80129
Intermediate Similarity	0.8408	NPC187022
Intermediate Similarity	0.8397	NPC37272
Intermediate Similarity	0.8395	NPC100566
Intermediate Similarity	0.8385	NPC284183
Intermediate Similarity	0.8385	NPC4138
Intermediate Similarity	0.8385	NPC121275
Intermediate Similarity	0.8378	NPC131204
Intermediate Similarity	0.8378	NPC301050
Intermediate Similarity	0.8365	NPC111485
Intermediate Similarity	0.8364	NPC49353
Intermediate Similarity	0.8354	NPC146288
Intermediate Similarity	0.8333	NPC277669
Intermediate Similarity	0.8333	NPC76213
Intermediate Similarity	0.8323	NPC475393
Intermediate Similarity	0.8322	NPC253429
Intermediate Similarity	0.8303	NPC2314
Intermediate Similarity	0.8291	NPC138487
Intermediate Similarity	0.8291	NPC41178
Intermediate Similarity	0.8291	NPC216459
Intermediate Similarity	0.8291	NPC78733
Intermediate Similarity	0.8282	NPC181653
Intermediate Similarity	0.8282	NPC190332
Intermediate Similarity	0.828	NPC233029
Intermediate Similarity	0.828	NPC148898
Intermediate Similarity	0.828	NPC210148
Intermediate Similarity	0.8272	NPC232514
Intermediate Similarity	0.8272	NPC24465
Intermediate Similarity	0.8272	NPC238530
Intermediate Similarity	0.8272	NPC276944
Intermediate Similarity	0.8258	NPC475959
Intermediate Similarity	0.8253	NPC304675
Intermediate Similarity	0.825	NPC216816
Intermediate Similarity	0.825	NPC477080
Intermediate Similarity	0.8242	NPC108434
Intermediate Similarity	0.8242	NPC475215
Intermediate Similarity	0.8235	NPC294249
Intermediate Similarity	0.8232	NPC83198
Intermediate Similarity	0.8232	NPC266176
Intermediate Similarity	0.8232	NPC290759
Intermediate Similarity	0.8232	NPC204908
Intermediate Similarity	0.8232	NPC66573
Intermediate Similarity	0.8232	NPC82533
Intermediate Similarity	0.8232	NPC158148
Intermediate Similarity	0.8228	NPC477564
Intermediate Similarity	0.8228	NPC2295
Intermediate Similarity	0.8221	NPC13916
Intermediate Similarity	0.8221	NPC264850
Intermediate Similarity	0.8217	NPC476579
Intermediate Similarity	0.821	NPC233650
Intermediate Similarity	0.8205	NPC92541
Intermediate Similarity	0.8204	NPC237044
Intermediate Similarity	0.8204	NPC241704
Intermediate Similarity	0.8199	NPC4304
Intermediate Similarity	0.8187	NPC315707
Intermediate Similarity	0.8187	NPC129603
Intermediate Similarity	0.8187	NPC40389
Intermediate Similarity	0.8187	NPC65490
Intermediate Similarity	0.8187	NPC148014
Intermediate Similarity	0.8187	NPC475326
Intermediate Similarity	0.8187	NPC78359
Intermediate Similarity	0.8182	NPC109925
Intermediate Similarity	0.816	NPC134858
Intermediate Similarity	0.816	NPC169743
Intermediate Similarity	0.8155	NPC474325
Intermediate Similarity	0.8144	NPC187678
Intermediate Similarity	0.8133	NPC276890
Intermediate Similarity	0.8133	NPC76682
Intermediate Similarity	0.8133	NPC115284
Intermediate Similarity	0.8133	NPC10908
Intermediate Similarity	0.8133	NPC317145
Intermediate Similarity	0.8133	NPC470739
Intermediate Similarity	0.8133	NPC225597
Intermediate Similarity	0.8133	NPC198498
Intermediate Similarity	0.8133	NPC227060
Intermediate Similarity	0.8133	NPC317439
Intermediate Similarity	0.8133	NPC477640
Intermediate Similarity	0.8133	NPC63646
Intermediate Similarity	0.8125	NPC31311
Intermediate Similarity	0.8125	NPC180756
Intermediate Similarity	0.8125	NPC234392
Intermediate Similarity	0.8125	NPC323443
Intermediate Similarity	0.8121	NPC58766
Intermediate Similarity	0.8121	NPC475686
Intermediate Similarity	0.8118	NPC54654
Intermediate Similarity	0.8118	NPC7715
Intermediate Similarity	0.8118	NPC290005
Intermediate Similarity	0.8118	NPC185639
Intermediate Similarity	0.8118	NPC8836
Intermediate Similarity	0.8118	NPC222661
Intermediate Similarity	0.8118	NPC258657
Intermediate Similarity	0.8118	NPC182052
Intermediate Similarity	0.8118	NPC251735
Intermediate Similarity	0.8118	NPC217748
Intermediate Similarity	0.8118	NPC311973
Intermediate Similarity	0.8118	NPC290582
Intermediate Similarity	0.8118	NPC181796
Intermediate Similarity	0.8118	NPC223690
Intermediate Similarity	0.8118	NPC279228
Intermediate Similarity	0.8118	NPC49075
Intermediate Similarity	0.8118	NPC285931
Intermediate Similarity	0.8118	NPC271013
Intermediate Similarity	0.8118	NPC90998
Intermediate Similarity	0.8118	NPC15414
Intermediate Similarity	0.8118	NPC42663
Intermediate Similarity	0.8118	NPC229373
Intermediate Similarity	0.8118	NPC328155
Intermediate Similarity	0.8118	NPC104196
Intermediate Similarity	0.8118	NPC239824
Intermediate Similarity	0.811	NPC124657
Intermediate Similarity	0.8107	NPC474745
Intermediate Similarity	0.8107	NPC32154
Intermediate Similarity	0.8101	NPC326316
Intermediate Similarity	0.8101	NPC81733
Intermediate Similarity	0.8101	NPC476568
Intermediate Similarity	0.8095	NPC474470
Intermediate Similarity	0.8086	NPC166014
Intermediate Similarity	0.8086	NPC27410
Intermediate Similarity	0.8086	NPC18402
Intermediate Similarity	0.8084	NPC251580
Intermediate Similarity	0.8084	NPC190783
Intermediate Similarity	0.8084	NPC129518
Intermediate Similarity	0.8084	NPC41376
Intermediate Similarity	0.8084	NPC12424
Intermediate Similarity	0.8084	NPC232386
Intermediate Similarity	0.8084	NPC152680
Intermediate Similarity	0.8077	NPC144863
Intermediate Similarity	0.8072	NPC311991

Drug Structure

NPD4772 OpenBabel08211705272D 27 29 0 0 1 0 0 0 0 0999 V2000 -4.3301 4.5000 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 1.7321 1.0000 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 -2.5981 -0.5000 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 -3.4641 -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 -5.1962 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 -0.8660 1.5000 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 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 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 -4.3301 2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 2 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 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 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 25 1 0 0 0 0 4 6 1 0 0 0 0 4 8 1 0 0 0 0 5 7 1 0 0 0 0 5 15 1 0 0 0 0 6 22 1 0 0 0 0 7 23 1 0 0 0 0 8 26 1 0 0 0 0 9 14 1 0 0 0 0 10 15 2 0 0 0 0 10 21 1 0 0 0 0 11 17 2 0 0 0 0 11 20 1 0 0 0 0 12 18 1 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 13 23 1 0 0 0 0 15 17 1 0 0 0 0 16 9 1 1 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 18 23 1 6 0 0 0 19 24 1 6 0 0 0 20 21 2 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 24 27 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	365.24
ALogP	-0.2189
MLogP	3.22
XLogP	4.087
HDA	2
HBD	1
Rotatable Bonds	12
TPSA	41.93
RO5 Violation	0