NPASS drugs

Drug Information

Drug ID:	NPD5019
Drug Name:
Molecular Formula:	C22H24FNO4
Canonical SMILES:	Fc1ccc(cc1)C(=O)CC1CCN(C1)CCOc1cccc2c1OCCO2
Standard InCHI:	InChI=1S/C22H24FNO4/c23-18-6-4-17(5-7-18)19(25)14-16-8-9-24(15-16)10-11-26-20-2-1-3-21-22(20)28-13-12-27-21/h1-7,16H,8-15H2
Standard InCHIKey:	DXBFVLGYPFUTEZ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5019

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	214
0.1-0.2	1041
0.2-0.3	3472
0.3-0.4	9067
0.4-0.5	3436
0.5-0.6	5628
0.6-0.7	7559
0.7-0.8	471
0.8-0.85	2
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	0.8242	NPC474858
Intermediate Similarity	0.8107	NPC329992
Intermediate Similarity	0.7874	NPC473562
Intermediate Similarity	0.7861	NPC329816
Intermediate Similarity	0.7784	NPC26353
Intermediate Similarity	0.7725	NPC329640
Intermediate Similarity	0.7669	NPC470511
Intermediate Similarity	0.765	NPC83019
Intermediate Similarity	0.7596	NPC204580
Intermediate Similarity	0.7593	NPC293201
Intermediate Similarity	0.7546	NPC471590
Intermediate Similarity	0.75	NPC329717
Intermediate Similarity	0.747	NPC238366
Intermediate Similarity	0.7469	NPC28326
Intermediate Similarity	0.744	NPC68882
Intermediate Similarity	0.744	NPC169742
Intermediate Similarity	0.7414	NPC473748
Intermediate Similarity	0.741	NPC476342
Intermediate Similarity	0.741	NPC63256
Intermediate Similarity	0.741	NPC10304
Intermediate Similarity	0.7389	NPC475566
Intermediate Similarity	0.7384	NPC298093
Intermediate Similarity	0.7378	NPC113089
Intermediate Similarity	0.7372	NPC228184
Intermediate Similarity	0.7368	NPC258644
Intermediate Similarity	0.7363	NPC469437
Intermediate Similarity	0.7362	NPC124467
Intermediate Similarity	0.7362	NPC185607
Intermediate Similarity	0.7362	NPC214919
Intermediate Similarity	0.736	NPC309692
Intermediate Similarity	0.7358	NPC125269
Intermediate Similarity	0.7353	NPC31018
Intermediate Similarity	0.7353	NPC255807
Intermediate Similarity	0.7349	NPC117463
Intermediate Similarity	0.7337	NPC472912
Intermediate Similarity	0.7337	NPC40033
Intermediate Similarity	0.7333	NPC136278
Intermediate Similarity	0.733	NPC227683
Intermediate Similarity	0.733	NPC129578
Intermediate Similarity	0.7329	NPC470962
Intermediate Similarity	0.7321	NPC189270
Intermediate Similarity	0.7321	NPC5840
Intermediate Similarity	0.7321	NPC62354
Intermediate Similarity	0.7317	NPC9966
Intermediate Similarity	0.7317	NPC469978
Intermediate Similarity	0.7317	NPC70853
Intermediate Similarity	0.7312	NPC99854
Intermediate Similarity	0.731	NPC155063
Intermediate Similarity	0.7303	NPC35680
Intermediate Similarity	0.7302	NPC119818
Intermediate Similarity	0.7302	NPC2173
Intermediate Similarity	0.7302	NPC202771
Intermediate Similarity	0.7302	NPC328700
Intermediate Similarity	0.7294	NPC469550
Intermediate Similarity	0.7289	NPC214239
Intermediate Similarity	0.7289	NPC209278
Intermediate Similarity	0.7289	NPC231013
Intermediate Similarity	0.7278	NPC151425
Intermediate Similarity	0.7273	NPC23955
Intermediate Similarity	0.7273	NPC59551
Intermediate Similarity	0.7268	NPC141440
Intermediate Similarity	0.7267	NPC129684
Intermediate Similarity	0.7267	NPC19097
Intermediate Similarity	0.7267	NPC299520
Intermediate Similarity	0.7267	NPC181960
Intermediate Similarity	0.7267	NPC254741
Intermediate Similarity	0.7262	NPC105512
Intermediate Similarity	0.7262	NPC474648
Intermediate Similarity	0.7256	NPC29536
Intermediate Similarity	0.7251	NPC472909
Intermediate Similarity	0.725	NPC211386
Intermediate Similarity	0.7246	NPC46941
Intermediate Similarity	0.7246	NPC299923
Intermediate Similarity	0.7246	NPC294972
Intermediate Similarity	0.7246	NPC205522
Intermediate Similarity	0.7241	NPC34376
Intermediate Similarity	0.7241	NPC35345
Intermediate Similarity	0.7239	NPC11566
Intermediate Similarity	0.7239	NPC261234
Intermediate Similarity	0.7235	NPC477231
Intermediate Similarity	0.7235	NPC260979
Intermediate Similarity	0.7235	NPC257648
Intermediate Similarity	0.7229	NPC213482
Intermediate Similarity	0.7225	NPC113055
Intermediate Similarity	0.7222	NPC259685
Intermediate Similarity	0.7222	NPC44573
Intermediate Similarity	0.7219	NPC338131
Intermediate Similarity	0.7212	NPC476054
Intermediate Similarity	0.7202	NPC3036
Intermediate Similarity	0.7202	NPC183236
Intermediate Similarity	0.72	NPC478199
Intermediate Similarity	0.7195	NPC129853
Intermediate Similarity	0.7195	NPC76445
Intermediate Similarity	0.7195	NPC284550
Intermediate Similarity	0.7193	NPC476443
Intermediate Similarity	0.7193	NPC133817
Intermediate Similarity	0.7193	NPC244371
Intermediate Similarity	0.7193	NPC186507
Intermediate Similarity	0.7193	NPC18727
Intermediate Similarity	0.7193	NPC472915
Intermediate Similarity	0.7193	NPC25127
Intermediate Similarity	0.7188	NPC145769
Intermediate Similarity	0.7186	NPC14958
Intermediate Similarity	0.7186	NPC310259
Intermediate Similarity	0.7186	NPC195919
Intermediate Similarity	0.7186	NPC215932
Intermediate Similarity	0.7186	NPC40818
Intermediate Similarity	0.7186	NPC106461
Intermediate Similarity	0.7186	NPC216314
Intermediate Similarity	0.7186	NPC120924
Intermediate Similarity	0.7186	NPC110639
Intermediate Similarity	0.7184	NPC472624
Intermediate Similarity	0.7181	NPC215098
Intermediate Similarity	0.7181	NPC70290
Intermediate Similarity	0.7181	NPC73020
Intermediate Similarity	0.7181	NPC14622
Intermediate Similarity	0.7181	NPC46744
Intermediate Similarity	0.7181	NPC124302
Intermediate Similarity	0.7179	NPC41721
Intermediate Similarity	0.7178	NPC118813
Intermediate Similarity	0.7176	NPC472580
Intermediate Similarity	0.7176	NPC31363
Intermediate Similarity	0.7175	NPC173292
Intermediate Similarity	0.7175	NPC235610
Intermediate Similarity	0.7175	NPC128293
Intermediate Similarity	0.717	NPC280476
Intermediate Similarity	0.717	NPC119985
Intermediate Similarity	0.7169	NPC232883
Intermediate Similarity	0.7168	NPC472910
Intermediate Similarity	0.7168	NPC222814
Intermediate Similarity	0.7168	NPC472914
Intermediate Similarity	0.7168	NPC108456
Intermediate Similarity	0.7168	NPC245758
Intermediate Similarity	0.7168	NPC67876
Intermediate Similarity	0.7168	NPC472911
Intermediate Similarity	0.7168	NPC96167
Intermediate Similarity	0.7168	NPC291508
Intermediate Similarity	0.7168	NPC310206
Intermediate Similarity	0.7168	NPC472913
Intermediate Similarity	0.716	NPC200221
Intermediate Similarity	0.716	NPC294502
Intermediate Similarity	0.7159	NPC124038
Intermediate Similarity	0.7158	NPC18306
Intermediate Similarity	0.7151	NPC37392
Intermediate Similarity	0.7151	NPC117992
Intermediate Similarity	0.7151	NPC152951
Intermediate Similarity	0.7151	NPC168247
Intermediate Similarity	0.7151	NPC226025
Intermediate Similarity	0.7151	NPC471746
Intermediate Similarity	0.7151	NPC230149
Intermediate Similarity	0.7151	NPC57674
Intermediate Similarity	0.7151	NPC284353
Intermediate Similarity	0.7143	NPC474999
Intermediate Similarity	0.7143	NPC165549
Intermediate Similarity	0.7143	NPC469539
Intermediate Similarity	0.7143	NPC14875
Intermediate Similarity	0.7143	NPC470088
Intermediate Similarity	0.7143	NPC44245
Intermediate Similarity	0.7143	NPC85233
Intermediate Similarity	0.7143	NPC95864
Intermediate Similarity	0.7143	NPC72796
Intermediate Similarity	0.7143	NPC469540
Intermediate Similarity	0.7135	NPC302950
Intermediate Similarity	0.7135	NPC236637
Intermediate Similarity	0.7135	NPC474656
Intermediate Similarity	0.7135	NPC473996
Intermediate Similarity	0.7135	NPC166201
Intermediate Similarity	0.7135	NPC477957
Intermediate Similarity	0.7135	NPC219582
Intermediate Similarity	0.7135	NPC75069
Intermediate Similarity	0.7126	NPC30890
Intermediate Similarity	0.7126	NPC296575
Intermediate Similarity	0.7126	NPC473013
Intermediate Similarity	0.7126	NPC473015
Intermediate Similarity	0.7125	NPC473655
Intermediate Similarity	0.7125	NPC101294
Intermediate Similarity	0.7119	NPC472277
Intermediate Similarity	0.7119	NPC300053
Intermediate Similarity	0.7119	NPC108433
Intermediate Similarity	0.7118	NPC29231
Intermediate Similarity	0.7117	NPC290291
Intermediate Similarity	0.7117	NPC275055
Intermediate Similarity	0.711	NPC291878
Intermediate Similarity	0.711	NPC278778
Intermediate Similarity	0.711	NPC35038
Intermediate Similarity	0.711	NPC474638
Intermediate Similarity	0.711	NPC474983
Intermediate Similarity	0.711	NPC472916
Intermediate Similarity	0.711	NPC303255
Intermediate Similarity	0.711	NPC195796
Intermediate Similarity	0.7108	NPC202981
Intermediate Similarity	0.7108	NPC147145
Intermediate Similarity	0.7105	NPC226652
Intermediate Similarity	0.7105	NPC120671
Intermediate Similarity	0.7105	NPC72788
Intermediate Similarity	0.7105	NPC314100
Intermediate Similarity	0.7102	NPC125991
Intermediate Similarity	0.7102	NPC472635
Intermediate Similarity	0.7101	NPC43669
Intermediate Similarity	0.7101	NPC261548

Drug Structure

NPD5019 OpenBabel08211706322D 28 31 0 0 1 0 0 0 0 0999 V2000 -0.0000 -3.0000 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 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5303 -4.5160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1291 -3.4979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1181 -3.7070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7169 -2.6889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -2.5933 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 -2.5981 -1.5000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9535 -5.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -4.2024 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.5358 -4.4115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7114 -2.7935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9480 -5.2205 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 0.8660 -1.5000 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 -8.2992 -1.9844 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.3548 -6.1341 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 20 1 0 0 0 0 3 21 2 0 0 0 0 4 6 1 0 0 0 0 4 17 2 0 0 0 0 5 7 2 0 0 0 0 5 17 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 24 1 0 0 0 0 10 11 1 0 0 0 0 10 24 1 0 0 0 0 11 26 1 0 0 0 0 12 13 1 0 0 0 0 12 27 1 0 0 0 0 13 28 1 0 0 0 0 14 16 1 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 24 1 0 0 0 0 17 19 1 0 0 0 0 18 23 1 0 0 0 0 19 25 2 0 0 0 0 20 22 2 0 0 0 0 20 26 1 0 0 0 0 21 22 1 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008650
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9821498
ChEBI
CAS Number

Drug Properties

Molecular Weight	385.17
ALogP	-0.7229
MLogP	3.22
XLogP	3.364
HDA	2
HBD	0
Rotatable Bonds	8
TPSA	48
RO5 Violation	0