NPASS drugs

Drug Information

Drug ID:	NPD2993
Drug Name:
Molecular Formula:	C18H22F2N4O
Canonical SMILES:	Fc1ccc(cc1)C(CCCN1CCN(CC1)c1ncc(cn1)F)O
Standard InCHI:	InChI=1S/C18H22F2N4O/c19-15-5-3-14(4-6-15)17(25)2-1-7-23-8-10-24(11-9-23)18-21-12-16(20)13-22-18/h3-6,12-13,17,25H,1-2,7-11H2
Standard InCHIKey:	ZXUYYZPJUGQHLQ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2993

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	295
0.1-0.2	2283
0.2-0.3	10027
0.3-0.4	12274
0.4-0.5	4187
0.5-0.6	1663
0.6-0.7	153
0.7-0.8	8
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	0.7351	NPC472289
Intermediate Similarity	0.7182	NPC203754
Intermediate Similarity	0.7182	NPC150048
Intermediate Similarity	0.7159	NPC59779
Intermediate Similarity	0.7159	NPC471177
Intermediate Similarity	0.7159	NPC124542
Intermediate Similarity	0.7151	NPC164664
Intermediate Similarity	0.7079	NPC471178
Remote Similarity	0.6931	NPC254762
Remote Similarity	0.6927	NPC97367
Remote Similarity	0.6885	NPC208060
Remote Similarity	0.6847	NPC471603
Remote Similarity	0.6845	NPC477891
Remote Similarity	0.6831	NPC476688
Remote Similarity	0.6831	NPC476686
Remote Similarity	0.6831	NPC105758
Remote Similarity	0.6813	NPC278874
Remote Similarity	0.6812	NPC250178
Remote Similarity	0.6778	NPC224632
Remote Similarity	0.6755	NPC144114
Remote Similarity	0.6707	NPC471311
Remote Similarity	0.6707	NPC471313
Remote Similarity	0.6683	NPC54537
Remote Similarity	0.6667	NPC107160
Remote Similarity	0.6667	NPC469975
Remote Similarity	0.6647	NPC256893
Remote Similarity	0.6606	NPC165370
Remote Similarity	0.6604	NPC130570
Remote Similarity	0.6574	NPC160666
Remote Similarity	0.6557	NPC476446
Remote Similarity	0.6557	NPC78375
Remote Similarity	0.6557	NPC469813
Remote Similarity	0.6553	NPC242923
Remote Similarity	0.6548	NPC324611
Remote Similarity	0.6514	NPC471323
Remote Similarity	0.6506	NPC212125
Remote Similarity	0.6462	NPC230805
Remote Similarity	0.6461	NPC282531
Remote Similarity	0.645	NPC471322
Remote Similarity	0.6407	NPC306397
Remote Similarity	0.6402	NPC317054
Remote Similarity	0.6398	NPC98187
Remote Similarity	0.6378	NPC102423
Remote Similarity	0.6378	NPC473057
Remote Similarity	0.6373	NPC48938
Remote Similarity	0.6359	NPC25899
Remote Similarity	0.6358	NPC471312
Remote Similarity	0.6347	NPC21461
Remote Similarity	0.6341	NPC165349
Remote Similarity	0.6341	NPC47059
Remote Similarity	0.6341	NPC329708
Remote Similarity	0.6341	NPC264166
Remote Similarity	0.6341	NPC274291
Remote Similarity	0.6341	NPC118832
Remote Similarity	0.6339	NPC138018
Remote Similarity	0.6335	NPC326575
Remote Similarity	0.6332	NPC329541
Remote Similarity	0.6325	NPC476322
Remote Similarity	0.6324	NPC48192
Remote Similarity	0.6324	NPC71079
Remote Similarity	0.6324	NPC328596
Remote Similarity	0.6324	NPC328318
Remote Similarity	0.6313	NPC132631
Remote Similarity	0.6313	NPC103687
Remote Similarity	0.6304	NPC84508
Remote Similarity	0.6303	NPC329825
Remote Similarity	0.6301	NPC29702
Remote Similarity	0.6301	NPC116622
Remote Similarity	0.629	NPC476118
Remote Similarity	0.629	NPC474217
Remote Similarity	0.6277	NPC317430
Remote Similarity	0.627	NPC131718
Remote Similarity	0.6263	NPC3715
Remote Similarity	0.6263	NPC313791
Remote Similarity	0.6257	NPC85918
Remote Similarity	0.6256	NPC207851
Remote Similarity	0.6256	NPC282247
Remote Similarity	0.6239	NPC39092
Remote Similarity	0.6238	NPC208751
Remote Similarity	0.6235	NPC476131
Remote Similarity	0.623	NPC120070
Remote Similarity	0.6223	NPC127730
Remote Similarity	0.6223	NPC278366
Remote Similarity	0.622	NPC326232
Remote Similarity	0.6211	NPC252590
Remote Similarity	0.6211	NPC158129
Remote Similarity	0.6207	NPC265576
Remote Similarity	0.6199	NPC315320
Remote Similarity	0.6199	NPC69914
Remote Similarity	0.6186	NPC308906
Remote Similarity	0.6173	NPC284559
Remote Similarity	0.617	NPC41333
Remote Similarity	0.6167	NPC295452
Remote Similarity	0.6167	NPC171393
Remote Similarity	0.6163	NPC101165
Remote Similarity	0.6162	NPC129721
Remote Similarity	0.6158	NPC473764
Remote Similarity	0.6158	NPC222174
Remote Similarity	0.6158	NPC314940
Remote Similarity	0.6154	NPC219963
Remote Similarity	0.6154	NPC470474
Remote Similarity	0.6154	NPC317373
Remote Similarity	0.6139	NPC280638
Remote Similarity	0.6138	NPC108469
Remote Similarity	0.6134	NPC133261
Remote Similarity	0.6121	NPC477110
Remote Similarity	0.6119	NPC471448
Remote Similarity	0.6119	NPC324149
Remote Similarity	0.6117	NPC311276
Remote Similarity	0.6114	NPC472122
Remote Similarity	0.6114	NPC24594
Remote Similarity	0.6114	NPC5145
Remote Similarity	0.6108	NPC473053
Remote Similarity	0.6108	NPC469785
Remote Similarity	0.6106	NPC470500
Remote Similarity	0.6106	NPC470505
Remote Similarity	0.6106	NPC327592
Remote Similarity	0.6106	NPC475070
Remote Similarity	0.6105	NPC319456
Remote Similarity	0.6103	NPC271792
Remote Similarity	0.61	NPC95783
Remote Similarity	0.6099	NPC288445
Remote Similarity	0.6098	NPC240136
Remote Similarity	0.6098	NPC297486
Remote Similarity	0.6098	NPC471402
Remote Similarity	0.6095	NPC477111
Remote Similarity	0.6089	NPC289786
Remote Similarity	0.6077	NPC477113
Remote Similarity	0.6075	NPC469762
Remote Similarity	0.6071	NPC290094
Remote Similarity	0.6061	NPC62510
Remote Similarity	0.6061	NPC91958
Remote Similarity	0.6054	NPC63562
Remote Similarity	0.6053	NPC49217
Remote Similarity	0.6049	NPC212213
Remote Similarity	0.6043	NPC230869
Remote Similarity	0.6035	NPC30540
Remote Similarity	0.6034	NPC150447
Remote Similarity	0.6034	NPC322488
Remote Similarity	0.6032	NPC162268
Remote Similarity	0.6029	NPC242209
Remote Similarity	0.6023	NPC328029
Remote Similarity	0.602	NPC472105
Remote Similarity	0.602	NPC471997
Remote Similarity	0.602	NPC187827
Remote Similarity	0.6019	NPC238945
Remote Similarity	0.6019	NPC469727
Remote Similarity	0.6018	NPC2497
Remote Similarity	0.6011	NPC63338
Remote Similarity	0.6011	NPC81229
Remote Similarity	0.6011	NPC255229
Remote Similarity	0.6011	NPC324203
Remote Similarity	0.6011	NPC322976
Remote Similarity	0.6009	NPC115595
Remote Similarity	0.6	NPC309498
Remote Similarity	0.6	NPC245244
Remote Similarity	0.6	NPC146373
Remote Similarity	0.6	NPC166424
Remote Similarity	0.6	NPC477975
Remote Similarity	0.6	NPC475288
Remote Similarity	0.6	NPC151939
Remote Similarity	0.599	NPC161887
Remote Similarity	0.599	NPC249040
Remote Similarity	0.599	NPC266551
Remote Similarity	0.5989	NPC161292
Remote Similarity	0.5989	NPC269919
Remote Similarity	0.5989	NPC114310
Remote Similarity	0.5989	NPC132680
Remote Similarity	0.5988	NPC89490
Remote Similarity	0.5983	NPC56271
Remote Similarity	0.598	NPC15102
Remote Similarity	0.5978	NPC40070
Remote Similarity	0.5972	NPC166492
Remote Similarity	0.5972	NPC473362
Remote Similarity	0.5971	NPC317672
Remote Similarity	0.5971	NPC102008
Remote Similarity	0.5971	NPC474916
Remote Similarity	0.5969	NPC41717
Remote Similarity	0.5965	NPC169625
Remote Similarity	0.5965	NPC202957
Remote Similarity	0.5964	NPC143603
Remote Similarity	0.5963	NPC313804
Remote Similarity	0.5963	NPC315804
Remote Similarity	0.5962	NPC113369
Remote Similarity	0.5962	NPC469308
Remote Similarity	0.596	NPC322043
Remote Similarity	0.596	NPC472109
Remote Similarity	0.596	NPC472110
Remote Similarity	0.5959	NPC14651
Remote Similarity	0.5959	NPC89562
Remote Similarity	0.5959	NPC121658
Remote Similarity	0.5954	NPC475090
Remote Similarity	0.5954	NPC329896
Remote Similarity	0.5954	NPC475105
Remote Similarity	0.5953	NPC317752
Remote Similarity	0.5952	NPC265605
Remote Similarity	0.5952	NPC48564
Remote Similarity	0.5952	NPC182570
Remote Similarity	0.595	NPC171171
Remote Similarity	0.5949	NPC134586

Drug Structure

NPD2993 OpenBabel08211702562D 26 28 0 0 1 0 0 0 0 0999 V2000 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 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 6.0622 -1.5000 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 3.4641 0.0000 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 2.5981 -0.5000 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 0.0000 -2.0000 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 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 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 6.9282 1.0000 0.0000 C 0 0 3 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 6.9282 -3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 7 1 0 0 0 0 2 17 1 0 0 0 0 3 5 1 0 0 0 0 3 14 2 0 0 0 0 4 6 2 0 0 0 0 4 14 1 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 23 1 0 0 0 0 8 10 1 0 0 0 0 8 23 1 0 0 0 0 9 11 1 0 0 0 0 9 23 1 0 0 0 0 10 24 1 0 0 0 0 11 24 1 0 0 0 0 12 16 2 0 0 0 0 12 21 1 0 0 0 0 13 16 1 0 0 0 0 13 22 2 0 0 0 0 14 17 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 25 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 18 24 1 0 0 0 0 25 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006240
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	108046
ChEBI
CAS Number

Drug Properties

Molecular Weight	348.18
ALogP	-0.0429
MLogP	2.67
XLogP	2.443
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	52.49
RO5 Violation	0