NPASS drugs

Drug Information

Drug ID:	NPD2994
Drug Name:
Molecular Formula:	C18H22FNO2
Canonical SMILES:	C=CCN1C2CCC1C(C(C2)c1ccc(cc1)F)C(=O)OC
Standard InCHI:	InChI=1S/C18H22FNO2/c1-3-10-20-14-8-9-16(20)17(18(21)22-2)15(11-14)12-4-6-13(19)7-5-12/h3-7,14-17H,1,8-11H2,2H3
Standard InCHIKey:	BNBZBLRBYOEGLO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2994

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	94
0.1-0.2	616
0.2-0.3	2062
0.3-0.4	9715
0.4-0.5	14923
0.5-0.6	3046
0.6-0.7	404
0.7-0.8	25
0.8-0.85	5
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	0.8065	NPC291027
Intermediate Similarity	0.8065	NPC169485
Intermediate Similarity	0.8065	NPC317474
Intermediate Similarity	0.8065	NPC213126
Intermediate Similarity	0.8065	NPC84281
Intermediate Similarity	0.7895	NPC281104
Intermediate Similarity	0.7731	NPC158854
Intermediate Similarity	0.7634	NPC69496
Intermediate Similarity	0.7478	NPC322598
Intermediate Similarity	0.7463	NPC233910
Intermediate Similarity	0.7463	NPC245836
Intermediate Similarity	0.7462	NPC474847
Intermediate Similarity	0.7405	NPC65310
Intermediate Similarity	0.7379	NPC478076
Intermediate Similarity	0.7364	NPC26285
Intermediate Similarity	0.7211	NPC161827
Intermediate Similarity	0.7133	NPC225319
Intermediate Similarity	0.7114	NPC153694
Intermediate Similarity	0.7114	NPC211525
Intermediate Similarity	0.7107	NPC476198
Intermediate Similarity	0.7107	NPC167336
Intermediate Similarity	0.7086	NPC282339
Intermediate Similarity	0.7086	NPC99632
Intermediate Similarity	0.7067	NPC310403
Intermediate Similarity	0.7067	NPC243673
Intermediate Similarity	0.7067	NPC63210
Intermediate Similarity	0.7067	NPC97380
Intermediate Similarity	0.7067	NPC148468
Intermediate Similarity	0.7067	NPC263709
Intermediate Similarity	0.7042	NPC471516
Remote Similarity	0.6993	NPC52059
Remote Similarity	0.6993	NPC470069
Remote Similarity	0.6954	NPC193410
Remote Similarity	0.6934	NPC157311
Remote Similarity	0.6908	NPC248117
Remote Similarity	0.6908	NPC474058
Remote Similarity	0.6901	NPC269398
Remote Similarity	0.6901	NPC263493
Remote Similarity	0.6887	NPC61013
Remote Similarity	0.6887	NPC113946
Remote Similarity	0.6884	NPC8761
Remote Similarity	0.6884	NPC44805
Remote Similarity	0.6875	NPC209509
Remote Similarity	0.687	NPC84288
Remote Similarity	0.6867	NPC473297
Remote Similarity	0.6866	NPC285394
Remote Similarity	0.6857	NPC260045
Remote Similarity	0.6857	NPC79465
Remote Similarity	0.6857	NPC118099
Remote Similarity	0.6857	NPC474787
Remote Similarity	0.6857	NPC293377
Remote Similarity	0.6857	NPC476102
Remote Similarity	0.6857	NPC475598
Remote Similarity	0.6857	NPC90194
Remote Similarity	0.6857	NPC76785
Remote Similarity	0.6857	NPC474855
Remote Similarity	0.6857	NPC151706
Remote Similarity	0.6857	NPC273907
Remote Similarity	0.6857	NPC474811
Remote Similarity	0.6857	NPC49577
Remote Similarity	0.6857	NPC9687
Remote Similarity	0.6857	NPC475318
Remote Similarity	0.6839	NPC472114
Remote Similarity	0.6839	NPC472115
Remote Similarity	0.6833	NPC12730
Remote Similarity	0.6829	NPC67043
Remote Similarity	0.6829	NPC473418
Remote Similarity	0.6809	NPC471265
Remote Similarity	0.6809	NPC471264
Remote Similarity	0.6795	NPC224970
Remote Similarity	0.6795	NPC167724
Remote Similarity	0.6795	NPC223595
Remote Similarity	0.6772	NPC476425
Remote Similarity	0.6761	NPC178662
Remote Similarity	0.6761	NPC92784
Remote Similarity	0.6761	NPC470884
Remote Similarity	0.6761	NPC98424
Remote Similarity	0.6761	NPC476133
Remote Similarity	0.6744	NPC33742
Remote Similarity	0.6736	NPC161069
Remote Similarity	0.6733	NPC68967
Remote Similarity	0.6732	NPC36495
Remote Similarity	0.6715	NPC152850
Remote Similarity	0.6715	NPC89923
Remote Similarity	0.6715	NPC71933
Remote Similarity	0.6715	NPC239990
Remote Similarity	0.6715	NPC105114
Remote Similarity	0.6694	NPC7435
Remote Similarity	0.6692	NPC200964
Remote Similarity	0.6692	NPC80150
Remote Similarity	0.6692	NPC197470
Remote Similarity	0.669	NPC476978
Remote Similarity	0.6687	NPC476441
Remote Similarity	0.6667	NPC123241
Remote Similarity	0.6667	NPC10781
Remote Similarity	0.6667	NPC293628
Remote Similarity	0.6667	NPC86987
Remote Similarity	0.6667	NPC231986
Remote Similarity	0.6667	NPC298851
Remote Similarity	0.6667	NPC181138
Remote Similarity	0.6667	NPC276993
Remote Similarity	0.6667	NPC226041
Remote Similarity	0.6667	NPC210415
Remote Similarity	0.6667	NPC324569
Remote Similarity	0.6667	NPC21752
Remote Similarity	0.6667	NPC6975
Remote Similarity	0.6667	NPC293255
Remote Similarity	0.6667	NPC310467
Remote Similarity	0.6667	NPC122493
Remote Similarity	0.6645	NPC293458
Remote Similarity	0.6644	NPC5620
Remote Similarity	0.6642	NPC136453
Remote Similarity	0.6641	NPC14672
Remote Similarity	0.6641	NPC315276
Remote Similarity	0.6641	NPC285926
Remote Similarity	0.6624	NPC214960
Remote Similarity	0.6624	NPC279527
Remote Similarity	0.6623	NPC133817
Remote Similarity	0.6623	NPC476443
Remote Similarity	0.6622	NPC240848
Remote Similarity	0.6614	NPC292758
Remote Similarity	0.6614	NPC65855
Remote Similarity	0.6601	NPC29285
Remote Similarity	0.6597	NPC239762
Remote Similarity	0.6597	NPC163392
Remote Similarity	0.6596	NPC313663
Remote Similarity	0.6591	NPC169328
Remote Similarity	0.6589	NPC474584
Remote Similarity	0.6584	NPC203202
Remote Similarity	0.6584	NPC264482
Remote Similarity	0.6577	NPC2501
Remote Similarity	0.6575	NPC475128
Remote Similarity	0.6571	NPC255447
Remote Similarity	0.6567	NPC190663
Remote Similarity	0.6562	NPC319579
Remote Similarity	0.6557	NPC221825
Remote Similarity	0.6556	NPC122590
Remote Similarity	0.6555	NPC474974
Remote Similarity	0.6554	NPC138775
Remote Similarity	0.6549	NPC44830
Remote Similarity	0.6549	NPC288903
Remote Similarity	0.6547	NPC473322
Remote Similarity	0.6544	NPC175726
Remote Similarity	0.6544	NPC474082
Remote Similarity	0.6538	NPC276949
Remote Similarity	0.6538	NPC472120
Remote Similarity	0.6538	NPC472121
Remote Similarity	0.6538	NPC472101
Remote Similarity	0.6538	NPC35850
Remote Similarity	0.6532	NPC164859
Remote Similarity	0.6531	NPC322878
Remote Similarity	0.6531	NPC316008
Remote Similarity	0.6531	NPC313867
Remote Similarity	0.6519	NPC278887
Remote Similarity	0.6519	NPC202521
Remote Similarity	0.6512	NPC329011
Remote Similarity	0.6508	NPC327481
Remote Similarity	0.6508	NPC191215
Remote Similarity	0.6508	NPC474111
Remote Similarity	0.6508	NPC274089
Remote Similarity	0.6508	NPC329705
Remote Similarity	0.6507	NPC57976
Remote Similarity	0.6503	NPC6974
Remote Similarity	0.6503	NPC99043
Remote Similarity	0.6503	NPC218594
Remote Similarity	0.65	NPC256452
Remote Similarity	0.6496	NPC9822
Remote Similarity	0.649	NPC162104
Remote Similarity	0.6489	NPC472164
Remote Similarity	0.6486	NPC262077
Remote Similarity	0.6486	NPC297322
Remote Similarity	0.6486	NPC314358
Remote Similarity	0.6474	NPC309531
Remote Similarity	0.6474	NPC472102
Remote Similarity	0.6471	NPC160493
Remote Similarity	0.6467	NPC129666
Remote Similarity	0.6466	NPC322387
Remote Similarity	0.6463	NPC315283
Remote Similarity	0.6463	NPC52748
Remote Similarity	0.6463	NPC314388
Remote Similarity	0.6456	NPC472106
Remote Similarity	0.6454	NPC130309
Remote Similarity	0.6452	NPC474112
Remote Similarity	0.6449	NPC47667
Remote Similarity	0.6444	NPC476990
Remote Similarity	0.6444	NPC478016
Remote Similarity	0.6444	NPC478014
Remote Similarity	0.6444	NPC478015
Remote Similarity	0.6443	NPC260194
Remote Similarity	0.6443	NPC225648
Remote Similarity	0.6443	NPC329761
Remote Similarity	0.6442	NPC476326
Remote Similarity	0.6441	NPC274455
Remote Similarity	0.6441	NPC70940
Remote Similarity	0.6441	NPC86670
Remote Similarity	0.6439	NPC188010
Remote Similarity	0.6439	NPC473573
Remote Similarity	0.6435	NPC294134
Remote Similarity	0.6434	NPC248283
Remote Similarity	0.6433	NPC472117

Drug Structure

NPD2994 OpenBabel08211702562D 22 24 0 0 1 0 0 0 0 0999 V2000 1.0715 2.2033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8944 -2.0664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6251 2.0582 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7385 1.7128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5515 0.3047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5515 2.1822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3645 0.7740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1887 -0.0154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8068 -0.8730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4288 0.1909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1648 0.9992 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7385 0.7740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3645 1.7128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7562 0.8177 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8809 0.3922 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.1018 -1.1093 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8528 -0.5461 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.6860 -0.9785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1775 2.1822 0.0000 F 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 2.3141 -0.2808 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9762 -1.8713 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 2 22 1 0 0 0 0 3 10 1 0 0 0 0 4 6 1 0 0 0 0 4 12 2 0 0 0 0 5 7 2 0 0 0 0 5 12 1 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 14 1 0 0 0 0 9 16 1 0 0 0 0 10 20 1 0 0 0 0 11 14 1 0 0 0 0 11 15 1 0 0 0 0 12 15 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 16 17 1 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013537
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	303.16
ALogP	0.623
MLogP	3
XLogP	3.814
HDA	3
HBD	0
Rotatable Bonds	7
TPSA	29.54
RO5 Violation	0