NPASS drugs

Drug Information

Drug ID:	NPD2012
Drug Name:
Molecular Formula:	C16H17N3O3
Canonical SMILES:	CCCC(=Nc1ccc(c(c1)N(=O)=O)Cc1ccccn1)O
Standard InCHI:	InChI=1S/C16H17N3O3/c1-2-5-16(20)18-14-8-7-12(15(11-14)19(21)22)10-13-6-3-4-9-17-13/h3-4,6-9,11H,2,5,10H2,1H3,(H,18,20)
Standard InCHIKey:	CZKQVCYQBJJAGG-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2012

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	259
0.1-0.2	3276
0.2-0.3	13918
0.3-0.4	9060
0.4-0.5	1959
0.5-0.6	1414
0.6-0.7	793
0.7-0.8	208
0.8-0.85	3
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	0.8188	NPC314102
Intermediate Similarity	0.8188	NPC251722
Intermediate Similarity	0.8042	NPC290094
Intermediate Similarity	0.7973	NPC256893
Intermediate Similarity	0.7949	NPC470111
Intermediate Similarity	0.7945	NPC471311
Intermediate Similarity	0.7945	NPC471313
Intermediate Similarity	0.7937	NPC129721
Intermediate Similarity	0.7917	NPC46358
Intermediate Similarity	0.7877	NPC169625
Intermediate Similarity	0.7877	NPC202957
Intermediate Similarity	0.7821	NPC314372
Intermediate Similarity	0.777	NPC89490
Intermediate Similarity	0.775	NPC259644
Intermediate Similarity	0.775	NPC25008
Intermediate Similarity	0.775	NPC469765
Intermediate Similarity	0.775	NPC469760
Intermediate Similarity	0.775	NPC469763
Intermediate Similarity	0.775	NPC73952
Intermediate Similarity	0.775	NPC469786
Intermediate Similarity	0.7718	NPC329896
Intermediate Similarity	0.7718	NPC475105
Intermediate Similarity	0.7718	NPC475090
Intermediate Similarity	0.7707	NPC285731
Intermediate Similarity	0.7702	NPC75540
Intermediate Similarity	0.7702	NPC212376
Intermediate Similarity	0.7702	NPC211572
Intermediate Similarity	0.7702	NPC70922
Intermediate Similarity	0.7702	NPC80597
Intermediate Similarity	0.7692	NPC190296
Intermediate Similarity	0.7662	NPC169433
Intermediate Similarity	0.7654	NPC51054
Intermediate Similarity	0.764	NPC138842
Intermediate Similarity	0.7625	NPC105818
Intermediate Similarity	0.7625	NPC24678
Intermediate Similarity	0.7616	NPC324611
Intermediate Similarity	0.7607	NPC469762
Intermediate Similarity	0.7607	NPC236711
Intermediate Similarity	0.7597	NPC150259
Intermediate Similarity	0.7569	NPC91958
Intermediate Similarity	0.755	NPC282398
Intermediate Similarity	0.7546	NPC469785
Intermediate Similarity	0.7545	NPC49954
Intermediate Similarity	0.7545	NPC474561
Intermediate Similarity	0.753	NPC311276
Intermediate Similarity	0.7516	NPC40070
Intermediate Similarity	0.75	NPC32002
Intermediate Similarity	0.75	NPC471402
Intermediate Similarity	0.75	NPC316811
Intermediate Similarity	0.75	NPC315348
Intermediate Similarity	0.75	NPC297486
Intermediate Similarity	0.75	NPC81561
Intermediate Similarity	0.75	NPC240136
Intermediate Similarity	0.7484	NPC471312
Intermediate Similarity	0.7484	NPC159856
Intermediate Similarity	0.747	NPC282231
Intermediate Similarity	0.7466	NPC215519
Intermediate Similarity	0.7456	NPC32534
Intermediate Similarity	0.7452	NPC469783
Intermediate Similarity	0.7452	NPC469780
Intermediate Similarity	0.7452	NPC469761
Intermediate Similarity	0.7452	NPC469784
Intermediate Similarity	0.7452	NPC469768
Intermediate Similarity	0.7452	NPC469767
Intermediate Similarity	0.7452	NPC469779
Intermediate Similarity	0.7443	NPC474707
Intermediate Similarity	0.7442	NPC157583
Intermediate Similarity	0.744	NPC160105
Intermediate Similarity	0.7431	NPC148140
Intermediate Similarity	0.7425	NPC40779
Intermediate Similarity	0.7425	NPC194640
Intermediate Similarity	0.7415	NPC265605
Intermediate Similarity	0.7415	NPC48564
Intermediate Similarity	0.7415	NPC182570
Intermediate Similarity	0.7414	NPC233936
Intermediate Similarity	0.741	NPC279918
Intermediate Similarity	0.7405	NPC469766
Intermediate Similarity	0.7401	NPC317030
Intermediate Similarity	0.7401	NPC204565
Intermediate Similarity	0.7399	NPC248462
Intermediate Similarity	0.7396	NPC63751
Intermediate Similarity	0.7391	NPC471957
Intermediate Similarity	0.7389	NPC110126
Intermediate Similarity	0.7389	NPC104483
Intermediate Similarity	0.7389	NPC73767
Intermediate Similarity	0.7386	NPC471322
Intermediate Similarity	0.7383	NPC476322
Intermediate Similarity	0.7383	NPC122718
Intermediate Similarity	0.7372	NPC84911
Intermediate Similarity	0.7372	NPC105127
Intermediate Similarity	0.736	NPC173028
Intermediate Similarity	0.736	NPC65215
Intermediate Similarity	0.7353	NPC194411
Intermediate Similarity	0.7349	NPC92796
Intermediate Similarity	0.7349	NPC135141
Intermediate Similarity	0.7333	NPC476464
Intermediate Similarity	0.7333	NPC166424
Intermediate Similarity	0.7333	NPC245244
Intermediate Similarity	0.7333	NPC146373
Intermediate Similarity	0.7329	NPC143603
Intermediate Similarity	0.7321	NPC478182
Intermediate Similarity	0.7308	NPC261195
Intermediate Similarity	0.7308	NPC29886
Intermediate Similarity	0.7308	NPC96102
Intermediate Similarity	0.7294	NPC201700
Intermediate Similarity	0.7284	NPC179787
Intermediate Similarity	0.7284	NPC201380
Intermediate Similarity	0.7283	NPC203754
Intermediate Similarity	0.7283	NPC150048
Intermediate Similarity	0.7278	NPC117244
Intermediate Similarity	0.7278	NPC473763
Intermediate Similarity	0.7267	NPC314603
Intermediate Similarity	0.7267	NPC86288
Intermediate Similarity	0.7262	NPC71079
Intermediate Similarity	0.7262	NPC225018
Intermediate Similarity	0.7254	NPC27802
Intermediate Similarity	0.7246	NPC56765
Intermediate Similarity	0.7241	NPC68354
Intermediate Similarity	0.7241	NPC248454
Intermediate Similarity	0.7239	NPC321911
Intermediate Similarity	0.7235	NPC54988
Intermediate Similarity	0.7225	NPC469938
Intermediate Similarity	0.7225	NPC37423
Intermediate Similarity	0.7225	NPC275305
Intermediate Similarity	0.7222	NPC63545
Intermediate Similarity	0.7219	NPC90723
Intermediate Similarity	0.7219	NPC474217
Intermediate Similarity	0.7211	NPC54102
Intermediate Similarity	0.7211	NPC162689
Intermediate Similarity	0.7208	NPC69914
Intermediate Similarity	0.7202	NPC215584
Intermediate Similarity	0.7202	NPC131718
Intermediate Similarity	0.7202	NPC44773
Intermediate Similarity	0.7198	NPC474177
Intermediate Similarity	0.7195	NPC53947
Intermediate Similarity	0.7178	NPC469811
Intermediate Similarity	0.7176	NPC471178
Intermediate Similarity	0.7169	NPC38736
Intermediate Similarity	0.7167	NPC255909
Intermediate Similarity	0.7161	NPC82295
Intermediate Similarity	0.7161	NPC101165
Intermediate Similarity	0.716	NPC242116
Intermediate Similarity	0.716	NPC124542
Intermediate Similarity	0.716	NPC471177
Intermediate Similarity	0.716	NPC59779
Intermediate Similarity	0.716	NPC469525
Intermediate Similarity	0.7158	NPC133366
Intermediate Similarity	0.7152	NPC216713
Intermediate Similarity	0.7152	NPC27740
Intermediate Similarity	0.7152	NPC470233
Intermediate Similarity	0.7143	NPC230869
Intermediate Similarity	0.7143	NPC476131
Intermediate Similarity	0.7143	NPC293487
Intermediate Similarity	0.7143	NPC20144
Intermediate Similarity	0.7143	NPC59269
Intermediate Similarity	0.7143	NPC64436
Intermediate Similarity	0.7135	NPC278366
Intermediate Similarity	0.7135	NPC127730
Intermediate Similarity	0.7135	NPC165495
Intermediate Similarity	0.7134	NPC37548
Intermediate Similarity	0.7133	NPC329825
Intermediate Similarity	0.7125	NPC279081
Intermediate Similarity	0.7125	NPC59084
Intermediate Similarity	0.7124	NPC212125
Intermediate Similarity	0.7124	NPC278451
Intermediate Similarity	0.7118	NPC478184
Intermediate Similarity	0.7117	NPC288838
Intermediate Similarity	0.711	NPC470498
Intermediate Similarity	0.711	NPC201634
Intermediate Similarity	0.7108	NPC325903
Intermediate Similarity	0.7108	NPC200214
Intermediate Similarity	0.7102	NPC213468
Intermediate Similarity	0.7102	NPC215795
Intermediate Similarity	0.7102	NPC176199
Intermediate Similarity	0.7099	NPC471323
Intermediate Similarity	0.7097	NPC315320
Intermediate Similarity	0.7093	NPC44161
Intermediate Similarity	0.7081	NPC229332
Intermediate Similarity	0.7081	NPC63157
Intermediate Similarity	0.7081	NPC473868
Intermediate Similarity	0.7079	NPC163055
Intermediate Similarity	0.7076	NPC85918
Intermediate Similarity	0.7059	NPC16667
Intermediate Similarity	0.7053	NPC475288
Intermediate Similarity	0.7045	NPC151939
Intermediate Similarity	0.7044	NPC65408
Intermediate Similarity	0.7042	NPC76540
Intermediate Similarity	0.7042	NPC231655
Intermediate Similarity	0.7041	NPC6436
Intermediate Similarity	0.7041	NPC318065
Intermediate Similarity	0.7041	NPC206819
Intermediate Similarity	0.7039	NPC228835
Intermediate Similarity	0.7035	NPC478183
Intermediate Similarity	0.7035	NPC98187
Intermediate Similarity	0.7033	NPC95783
Intermediate Similarity	0.703	NPC124005
Intermediate Similarity	0.703	NPC187951
Intermediate Similarity	0.7025	NPC198988
Intermediate Similarity	0.7024	NPC285469
Intermediate Similarity	0.7019	NPC230002

Drug Structure

NPD2012 OpenBabel08211701392D 23 24 0 0 0 0 0 0 0 0999 V2000 -6.9282 1.0000 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 1.7321 1.0000 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 -6.0622 -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 -1.7321 0.0000 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 -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 -3.4641 1.0000 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 1.0000 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 -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 0.0000 -0.0000 0.0000 N 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 -2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 5 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 9 1 0 0 0 0 5 16 1 0 0 0 0 6 13 2 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 14 1 0 0 0 0 9 17 2 0 0 0 0 10 12 1 0 0 0 0 10 13 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 15 2 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 18 2 3 0 0 0 16 20 1 0 0 0 0 19 21 2 0 0 0 0 19 22 2 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001843
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3047323
ChEBI
CAS Number

Drug Properties

Molecular Weight	299.13
ALogP	0.6978
MLogP	2.56
XLogP	4.649
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	88.62
RO5 Violation	0