NPASS drugs

Drug Information

Drug ID:	NPD5300
Drug Name:
Molecular Formula:	C22H31N5
Canonical SMILES:	c1ccc(cc1)N1CCN(CC1)CCC1CCC(CC1)Nc1ncccn1
Standard InCHI:	InChI=1S/C22H31N5/c1-2-5-21(6-3-1)27-17-15-26(16-18-27)14-11-19-7-9-20(10-8-19)25-22-23-12-4-13-24-22/h1-6,12-13,19-20H,7-11,14-18H2,(H,23,24,25)
Standard InCHIKey:	OUUMPVSFLSOGJZ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5300

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	827
0.1-0.2	10710
0.2-0.3	13389
0.3-0.4	2594
0.4-0.5	1724
0.5-0.6	1213
0.6-0.7	382
0.7-0.8	51
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	0.7651	NPC146373
Intermediate Similarity	0.7651	NPC166424
Intermediate Similarity	0.7651	NPC245244
Intermediate Similarity	0.75	NPC317054
Intermediate Similarity	0.7468	NPC101165
Intermediate Similarity	0.7455	NPC120070
Intermediate Similarity	0.744	NPC470203
Intermediate Similarity	0.7384	NPC201634
Intermediate Similarity	0.7381	NPC470204
Intermediate Similarity	0.7355	NPC471322
Intermediate Similarity	0.7351	NPC27740
Intermediate Similarity	0.7349	NPC476219
Intermediate Similarity	0.729	NPC282398
Intermediate Similarity	0.7239	NPC204141
Intermediate Similarity	0.7237	NPC476322
Intermediate Similarity	0.7233	NPC314102
Intermediate Similarity	0.7233	NPC251722
Intermediate Similarity	0.7229	NPC470233
Intermediate Similarity	0.7219	NPC300238
Intermediate Similarity	0.7219	NPC56765
Intermediate Similarity	0.7202	NPC476464
Intermediate Similarity	0.7176	NPC122141
Intermediate Similarity	0.7169	NPC40070
Intermediate Similarity	0.716	NPC167635
Intermediate Similarity	0.716	NPC193740
Intermediate Similarity	0.7159	NPC280852
Intermediate Similarity	0.7152	NPC114209
Intermediate Similarity	0.7115	NPC476131
Intermediate Similarity	0.7095	NPC84268
Intermediate Similarity	0.7093	NPC317105
Intermediate Similarity	0.7091	NPC143872
Intermediate Similarity	0.7083	NPC325903
Intermediate Similarity	0.707	NPC69914
Intermediate Similarity	0.7041	NPC476297
Intermediate Similarity	0.7039	NPC48564
Intermediate Similarity	0.7039	NPC265605
Intermediate Similarity	0.7039	NPC182570
Intermediate Similarity	0.7037	NPC88097
Intermediate Similarity	0.7035	NPC225018
Intermediate Similarity	0.7018	NPC474880
Intermediate Similarity	0.7018	NPC206819
Intermediate Similarity	0.7018	NPC318065
Intermediate Similarity	0.7018	NPC475990
Intermediate Similarity	0.7018	NPC221786
Intermediate Similarity	0.7006	NPC282531
Intermediate Similarity	0.7006	NPC475105
Intermediate Similarity	0.7006	NPC329896
Intermediate Similarity	0.7006	NPC475090
Intermediate Similarity	0.7	NPC240136
Intermediate Similarity	0.7	NPC471402
Intermediate Similarity	0.7	NPC297486
Remote Similarity	0.6993	NPC329825
Remote Similarity	0.6959	NPC469897
Remote Similarity	0.6957	NPC472289
Remote Similarity	0.6954	NPC91958
Remote Similarity	0.6948	NPC46358
Remote Similarity	0.6946	NPC21605
Remote Similarity	0.6946	NPC469811
Remote Similarity	0.6944	NPC16659
Remote Similarity	0.6943	NPC89490
Remote Similarity	0.6933	NPC110126
Remote Similarity	0.6933	NPC73767
Remote Similarity	0.6928	NPC86288
Remote Similarity	0.6914	NPC105127
Remote Similarity	0.6911	NPC469308
Remote Similarity	0.6909	NPC20144
Remote Similarity	0.6906	NPC307191
Remote Similarity	0.6905	NPC321911
Remote Similarity	0.689	NPC469780
Remote Similarity	0.689	NPC469783
Remote Similarity	0.689	NPC469784
Remote Similarity	0.689	NPC469767
Remote Similarity	0.689	NPC469761
Remote Similarity	0.689	NPC469768
Remote Similarity	0.689	NPC469779
Remote Similarity	0.6889	NPC265710
Remote Similarity	0.6886	NPC63545
Remote Similarity	0.6879	NPC229173
Remote Similarity	0.6864	NPC53947
Remote Similarity	0.6857	NPC195507
Remote Similarity	0.6857	NPC2165
Remote Similarity	0.6852	NPC96102
Remote Similarity	0.6848	NPC469766
Remote Similarity	0.6845	NPC201380
Remote Similarity	0.6845	NPC179787
Remote Similarity	0.6842	NPC143603
Remote Similarity	0.6839	NPC253687
Remote Similarity	0.6831	NPC467063
Remote Similarity	0.6831	NPC108011
Remote Similarity	0.6829	NPC316811
Remote Similarity	0.6829	NPC315348
Remote Similarity	0.6829	NPC32002
Remote Similarity	0.6821	NPC41257
Remote Similarity	0.6818	NPC49217
Remote Similarity	0.6816	NPC471579
Remote Similarity	0.6813	NPC82295
Remote Similarity	0.681	NPC125746
Remote Similarity	0.681	NPC84911
Remote Similarity	0.68	NPC90723
Remote Similarity	0.6786	NPC288838
Remote Similarity	0.6768	NPC169433
Remote Similarity	0.6763	NPC286427
Remote Similarity	0.6763	NPC216643
Remote Similarity	0.6748	NPC261195
Remote Similarity	0.6748	NPC29886
Remote Similarity	0.6748	NPC216159
Remote Similarity	0.6748	NPC325252
Remote Similarity	0.6747	NPC63157
Remote Similarity	0.6747	NPC473868
Remote Similarity	0.6742	NPC194411
Remote Similarity	0.674	NPC240088
Remote Similarity	0.674	NPC473380
Remote Similarity	0.6731	NPC290094
Remote Similarity	0.6725	NPC469975
Remote Similarity	0.6722	NPC297034
Remote Similarity	0.6705	NPC247987
Remote Similarity	0.6701	NPC116555
Remote Similarity	0.6687	NPC198988
Remote Similarity	0.6687	NPC279081
Remote Similarity	0.6687	NPC59084
Remote Similarity	0.6686	NPC138842
Remote Similarity	0.6686	NPC215584
Remote Similarity	0.6686	NPC44773
Remote Similarity	0.6685	NPC474958
Remote Similarity	0.6667	NPC33421
Remote Similarity	0.6667	NPC265576
Remote Similarity	0.6649	NPC231536
Remote Similarity	0.6648	NPC164664
Remote Similarity	0.6648	NPC474897
Remote Similarity	0.6647	NPC476454
Remote Similarity	0.6647	NPC470111
Remote Similarity	0.6644	NPC27802
Remote Similarity	0.663	NPC37423
Remote Similarity	0.663	NPC275305
Remote Similarity	0.6627	NPC314372
Remote Similarity	0.6609	NPC51054
Remote Similarity	0.6607	NPC190296
Remote Similarity	0.6606	NPC150259
Remote Similarity	0.6605	NPC256893
Remote Similarity	0.6604	NPC202957
Remote Similarity	0.6604	NPC169625
Remote Similarity	0.6601	NPC267811
Remote Similarity	0.6587	NPC230002
Remote Similarity	0.6587	NPC284635
Remote Similarity	0.658	NPC34837
Remote Similarity	0.6573	NPC17751
Remote Similarity	0.6573	NPC280864
Remote Similarity	0.6571	NPC236711
Remote Similarity	0.657	NPC24678
Remote Similarity	0.657	NPC105818
Remote Similarity	0.6562	NPC471313
Remote Similarity	0.6562	NPC471311
Remote Similarity	0.6557	NPC68354
Remote Similarity	0.6545	NPC218268
Remote Similarity	0.6541	NPC252794
Remote Similarity	0.6538	NPC475915
Remote Similarity	0.6534	NPC92796
Remote Similarity	0.6534	NPC135141
Remote Similarity	0.6529	NPC159856
Remote Similarity	0.6522	NPC176199
Remote Similarity	0.6522	NPC215795
Remote Similarity	0.6519	NPC82331
Remote Similarity	0.6517	NPC21174
Remote Similarity	0.6517	NPC478184
Remote Similarity	0.6517	NPC271797
Remote Similarity	0.6517	NPC54981
Remote Similarity	0.6503	NPC324611
Remote Similarity	0.65	NPC63751
Remote Similarity	0.6494	NPC200214
Remote Similarity	0.6494	NPC259644
Remote Similarity	0.6494	NPC73952
Remote Similarity	0.6494	NPC469786
Remote Similarity	0.6494	NPC25008
Remote Similarity	0.6494	NPC469763
Remote Similarity	0.6494	NPC469760
Remote Similarity	0.6494	NPC469765
Remote Similarity	0.649	NPC130570
Remote Similarity	0.6489	NPC141612
Remote Similarity	0.6489	NPC135601
Remote Similarity	0.6489	NPC17273
Remote Similarity	0.6488	NPC2949
Remote Similarity	0.6488	NPC115611
Remote Similarity	0.6485	NPC471603
Remote Similarity	0.6484	NPC477611
Remote Similarity	0.6484	NPC208060
Remote Similarity	0.6461	NPC124542
Remote Similarity	0.6461	NPC59779
Remote Similarity	0.6461	NPC471177
Remote Similarity	0.6457	NPC80597
Remote Similarity	0.6457	NPC211572
Remote Similarity	0.6457	NPC70922
Remote Similarity	0.6457	NPC212376
Remote Similarity	0.6457	NPC75540
Remote Similarity	0.6453	NPC471957
Remote Similarity	0.6453	NPC477974
Remote Similarity	0.6444	NPC49954
Remote Similarity	0.6444	NPC160105
Remote Similarity	0.6444	NPC474561
Remote Similarity	0.6443	NPC76540
Remote Similarity	0.6443	NPC231655

Drug Structure

NPD5300 OpenBabel08211706322D 28 31 0 0 1 0 0 0 0 0999 V2000 -10.3923 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -6.5000 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 -9.5263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 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 -2.0000 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 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 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 -6.9282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -8.6603 -5.0000 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 -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 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 5 1 0 0 0 0 3 6 2 0 0 0 0 4 12 2 0 0 0 0 4 13 1 0 0 0 0 5 21 2 0 0 0 0 6 21 1 0 0 0 0 7 9 1 0 0 0 0 7 19 1 0 0 0 0 8 10 1 0 0 0 0 8 19 1 0 0 0 0 9 20 1 0 0 0 0 10 20 1 0 0 0 0 11 14 1 0 0 0 0 11 19 1 0 0 0 0 12 23 1 0 0 0 0 13 24 2 0 0 0 0 14 26 1 0 0 0 0 15 17 1 0 0 0 0 15 26 1 0 0 0 0 16 18 1 0 0 0 0 16 26 1 0 0 0 0 17 27 1 0 0 0 0 18 27 1 0 0 0 0 20 25 1 0 0 0 0 21 27 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 22 25 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000918
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3075615
ChEBI
CAS Number

Drug Properties

Molecular Weight	365.26
ALogP	-1.0453
MLogP	3.33
XLogP	4.212
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	44.29
RO5 Violation	0