NPASS drugs

Drug Information

Drug ID:	NPD4920
Drug Name:
Molecular Formula:	C22H21FN2O
Canonical SMILES:	Fc1ccc(cc1)c1cncc(c1)CNCC1CCc2c(O1)cccc2
Standard InCHI:	InChI=1S/C22H21FN2O/c23-20-8-5-17(6-9-20)19-11-16(12-24-14-19)13-25-15-21-10-7-18-3-1-2-4-22(18)26-21/h1-6,8-9,11-12,14,21,25H,7,10,13,15H2
Standard InCHIKey:	HKFMQJUJWSFOLY-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4920

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	388
0.1-0.2	2417
0.2-0.3	10033
0.3-0.4	3022
0.4-0.5	11196
0.5-0.6	2868
0.6-0.7	879
0.7-0.8	87
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	0.7814	NPC470474
Intermediate Similarity	0.7789	NPC473053
Intermediate Similarity	0.7584	NPC471177
Intermediate Similarity	0.7584	NPC59779
Intermediate Similarity	0.7584	NPC124542
Intermediate Similarity	0.7563	NPC285558
Intermediate Similarity	0.7538	NPC19872
Intermediate Similarity	0.75	NPC31930
Intermediate Similarity	0.75	NPC289786
Intermediate Similarity	0.75	NPC471178
Intermediate Similarity	0.7475	NPC264166
Intermediate Similarity	0.7475	NPC274291
Intermediate Similarity	0.7475	NPC47059
Intermediate Similarity	0.7475	NPC165349
Intermediate Similarity	0.7475	NPC118832
Intermediate Similarity	0.7475	NPC329708
Intermediate Similarity	0.7448	NPC133140
Intermediate Similarity	0.7448	NPC195268
Intermediate Similarity	0.7435	NPC76748
Intermediate Similarity	0.7396	NPC92111
Intermediate Similarity	0.7387	NPC16452
Intermediate Similarity	0.7387	NPC36229
Intermediate Similarity	0.7387	NPC476581
Intermediate Similarity	0.7382	NPC296527
Intermediate Similarity	0.7376	NPC167860
Intermediate Similarity	0.7376	NPC123976
Intermediate Similarity	0.7376	NPC290689
Intermediate Similarity	0.7337	NPC476138
Intermediate Similarity	0.7337	NPC245816
Intermediate Similarity	0.7336	NPC180504
Intermediate Similarity	0.7333	NPC13880
Intermediate Similarity	0.732	NPC307963
Intermediate Similarity	0.7318	NPC26850
Intermediate Similarity	0.731	NPC476578
Intermediate Similarity	0.731	NPC4071
Intermediate Similarity	0.731	NPC476582
Intermediate Similarity	0.7304	NPC26679
Intermediate Similarity	0.7296	NPC267928
Intermediate Similarity	0.7293	NPC177404
Intermediate Similarity	0.7273	NPC176538
Intermediate Similarity	0.7255	NPC208284
Intermediate Similarity	0.7236	NPC232727
Intermediate Similarity	0.723	NPC314954
Intermediate Similarity	0.7222	NPC287437
Intermediate Similarity	0.7209	NPC469554
Intermediate Similarity	0.7206	NPC11464
Intermediate Similarity	0.7198	NPC288349
Intermediate Similarity	0.7186	NPC315957
Intermediate Similarity	0.7184	NPC476287
Intermediate Similarity	0.7164	NPC475774
Intermediate Similarity	0.7158	NPC97367
Intermediate Similarity	0.7157	NPC251090
Intermediate Similarity	0.7157	NPC185782
Intermediate Similarity	0.7151	NPC26872
Intermediate Similarity	0.715	NPC470549
Intermediate Similarity	0.7136	NPC53069
Intermediate Similarity	0.7136	NPC202605
Intermediate Similarity	0.7136	NPC112206
Intermediate Similarity	0.7136	NPC202768
Intermediate Similarity	0.7136	NPC296482
Intermediate Similarity	0.7115	NPC170114
Intermediate Similarity	0.7101	NPC162530
Intermediate Similarity	0.71	NPC477019
Intermediate Similarity	0.71	NPC121772
Intermediate Similarity	0.7095	NPC193267
Intermediate Similarity	0.7095	NPC213530
Intermediate Similarity	0.7094	NPC477113
Intermediate Similarity	0.7092	NPC324149
Intermediate Similarity	0.7083	NPC284678
Intermediate Similarity	0.7059	NPC313189
Intermediate Similarity	0.7053	NPC96405
Intermediate Similarity	0.7053	NPC251160
Intermediate Similarity	0.7053	NPC171409
Intermediate Similarity	0.7051	NPC101543
Intermediate Similarity	0.7044	NPC470500
Intermediate Similarity	0.7037	NPC150048
Intermediate Similarity	0.7037	NPC203754
Intermediate Similarity	0.7033	NPC477110
Intermediate Similarity	0.7024	NPC477111
Intermediate Similarity	0.7024	NPC287208
Intermediate Similarity	0.7019	NPC266931
Intermediate Similarity	0.7015	NPC329793
Intermediate Similarity	0.7015	NPC234197
Intermediate Similarity	0.7015	NPC329747
Intermediate Similarity	0.701	NPC323345
Intermediate Similarity	0.701	NPC470164
Intermediate Similarity	0.7	NPC72211
Remote Similarity	0.6995	NPC216612
Remote Similarity	0.6986	NPC24802
Remote Similarity	0.6985	NPC70259
Remote Similarity	0.6984	NPC312872
Remote Similarity	0.6979	NPC161887
Remote Similarity	0.6979	NPC474798
Remote Similarity	0.6976	NPC135549
Remote Similarity	0.6973	NPC118511
Remote Similarity	0.6972	NPC49547
Remote Similarity	0.6967	NPC473822
Remote Similarity	0.6961	NPC470930
Remote Similarity	0.6957	NPC5145
Remote Similarity	0.6952	NPC470799
Remote Similarity	0.6952	NPC8022
Remote Similarity	0.6948	NPC310118
Remote Similarity	0.6942	NPC476465
Remote Similarity	0.6941	NPC255800
Remote Similarity	0.6941	NPC96584
Remote Similarity	0.6935	NPC205934
Remote Similarity	0.6935	NPC43787
Remote Similarity	0.6927	NPC201508
Remote Similarity	0.6919	NPC99666
Remote Similarity	0.6915	NPC476518
Remote Similarity	0.6911	NPC283152
Remote Similarity	0.6908	NPC174672
Remote Similarity	0.6905	NPC235076
Remote Similarity	0.6904	NPC3715
Remote Similarity	0.6897	NPC267423
Remote Similarity	0.6891	NPC219963
Remote Similarity	0.689	NPC94157
Remote Similarity	0.6887	NPC100079
Remote Similarity	0.6887	NPC23614
Remote Similarity	0.6884	NPC322482
Remote Similarity	0.6884	NPC475190
Remote Similarity	0.6884	NPC84853
Remote Similarity	0.6882	NPC473057
Remote Similarity	0.6878	NPC121658
Remote Similarity	0.6878	NPC14651
Remote Similarity	0.6875	NPC470020
Remote Similarity	0.6875	NPC472168
Remote Similarity	0.6875	NPC188420
Remote Similarity	0.6866	NPC110151
Remote Similarity	0.6866	NPC224928
Remote Similarity	0.686	NPC475910
Remote Similarity	0.6857	NPC271215
Remote Similarity	0.6857	NPC149471
Remote Similarity	0.6857	NPC469592
Remote Similarity	0.6857	NPC471080
Remote Similarity	0.6856	NPC176127
Remote Similarity	0.6853	NPC242928
Remote Similarity	0.6845	NPC476106
Remote Similarity	0.6845	NPC472111
Remote Similarity	0.6842	NPC111624
Remote Similarity	0.6839	NPC168486
Remote Similarity	0.6839	NPC222592
Remote Similarity	0.6834	NPC471448
Remote Similarity	0.6829	NPC162484
Remote Similarity	0.6821	NPC84478
Remote Similarity	0.6821	NPC284559
Remote Similarity	0.682	NPC470018
Remote Similarity	0.6814	NPC476044
Remote Similarity	0.6804	NPC266551
Remote Similarity	0.6796	NPC475070
Remote Similarity	0.6789	NPC74575
Remote Similarity	0.6786	NPC20249
Remote Similarity	0.6784	NPC469390
Remote Similarity	0.6782	NPC77555
Remote Similarity	0.678	NPC475085
Remote Similarity	0.678	NPC291535
Remote Similarity	0.678	NPC475112
Remote Similarity	0.6779	NPC82548
Remote Similarity	0.6777	NPC236668
Remote Similarity	0.6776	NPC292958
Remote Similarity	0.6776	NPC46451
Remote Similarity	0.6773	NPC475253
Remote Similarity	0.6771	NPC224764
Remote Similarity	0.677	NPC75179
Remote Similarity	0.677	NPC142385
Remote Similarity	0.6769	NPC220765
Remote Similarity	0.6765	NPC11017
Remote Similarity	0.676	NPC471323
Remote Similarity	0.6759	NPC122463
Remote Similarity	0.6758	NPC476997
Remote Similarity	0.6753	NPC271792
Remote Similarity	0.6751	NPC171171
Remote Similarity	0.675	NPC114335
Remote Similarity	0.675	NPC280964
Remote Similarity	0.675	NPC141915
Remote Similarity	0.6746	NPC469589
Remote Similarity	0.6746	NPC174758
Remote Similarity	0.6745	NPC146976
Remote Similarity	0.6744	NPC472099
Remote Similarity	0.6744	NPC132642
Remote Similarity	0.6742	NPC196718
Remote Similarity	0.674	NPC472434
Remote Similarity	0.674	NPC208522
Remote Similarity	0.6737	NPC473764
Remote Similarity	0.6737	NPC314940
Remote Similarity	0.6735	NPC204717
Remote Similarity	0.673	NPC473180
Remote Similarity	0.6729	NPC469594
Remote Similarity	0.6727	NPC476998
Remote Similarity	0.6727	NPC476996
Remote Similarity	0.6726	NPC295228
Remote Similarity	0.6718	NPC118776
Remote Similarity	0.6718	NPC206201
Remote Similarity	0.6716	NPC106937
Remote Similarity	0.6716	NPC198673
Remote Similarity	0.6715	NPC289086
Remote Similarity	0.6714	NPC471304
Remote Similarity	0.6714	NPC152768
Remote Similarity	0.6714	NPC148183
Remote Similarity	0.6712	NPC141053

Drug Structure

NPD4920 OpenBabel08211706322D 27 30 0 0 1 0 0 0 0 0999 V2000 2.5981 -1.5000 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 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 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 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 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 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 -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 -5.1962 -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 -3.4641 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 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 -8.6603 3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 N 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 -1.7321 0.0000 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 4 1 0 0 0 0 3 18 2 0 0 0 0 4 22 2 0 0 0 0 5 8 1 0 0 0 0 5 17 2 0 0 0 0 6 9 2 0 0 0 0 6 17 1 0 0 0 0 7 10 1 0 0 0 0 7 18 1 0 0 0 0 8 20 2 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 16 2 0 0 0 0 11 19 1 0 0 0 0 12 16 1 0 0 0 0 12 24 2 0 0 0 0 13 16 1 0 0 0 0 13 25 1 0 0 0 0 14 19 2 0 0 0 0 14 24 1 0 0 0 0 15 21 1 0 0 0 0 15 25 1 0 0 0 0 17 19 1 0 0 0 0 18 22 1 0 0 0 0 20 23 1 0 0 0 0 21 26 1 0 0 0 0 22 26 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000973
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3058747
ChEBI
CAS Number

Drug Properties

Molecular Weight	348.16
ALogP	-0.3476
MLogP	3.44
XLogP	5.211
HDA	2
HBD	1
Rotatable Bonds	6
TPSA	34.15
RO5 Violation	1