NPASS drugs

Drug Information

Drug ID:	NPD5145
Drug Name:
Molecular Formula:	C22H27N5
Canonical SMILES:	CCN(CCCNc1nccc2c1cc1c3cnccc3[nH]c1c2C)CC
Standard InCHI:	InChI=1S/C22H27N5/c1-4-27(5-2)12-6-9-24-22-18-13-17-19-14-23-10-8-20(19)26-21(17)15(3)16(18)7-11-25-22/h7-8,10-11,13-14,26H,4-6,9,12H2,1-3H3,(H,24,25)
Standard InCHIKey:	LPHSYQSMAGVYNT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5145

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	962
0.1-0.2	10627
0.2-0.3	13450
0.3-0.4	2668
0.4-0.5	1330
0.5-0.6	1097
0.6-0.7	604
0.7-0.8	144
0.8-0.85	6
0.85-0.9	2
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
High Similarity	0.8529	NPC215584
High Similarity	0.8529	NPC44773
Intermediate Similarity	0.8324	NPC90723
Intermediate Similarity	0.8256	NPC56765
Intermediate Similarity	0.8057	NPC470203
Intermediate Similarity	0.8046	NPC206819
Intermediate Similarity	0.8046	NPC318065
Intermediate Similarity	0.8	NPC470204
Intermediate Similarity	0.7886	NPC286427
Intermediate Similarity	0.7861	NPC470233
Intermediate Similarity	0.7841	NPC41257
Intermediate Similarity	0.7809	NPC317105
Intermediate Similarity	0.7797	NPC122141
Intermediate Similarity	0.7771	NPC476219
Intermediate Similarity	0.7733	NPC143872
Intermediate Similarity	0.7714	NPC325903
Intermediate Similarity	0.7701	NPC53947
Intermediate Similarity	0.7701	NPC33421
Intermediate Similarity	0.7692	NPC73767
Intermediate Similarity	0.7692	NPC110126
Intermediate Similarity	0.7663	NPC280852
Intermediate Similarity	0.7647	NPC469780
Intermediate Similarity	0.7647	NPC469768
Intermediate Similarity	0.7647	NPC469761
Intermediate Similarity	0.7647	NPC469767
Intermediate Similarity	0.7647	NPC469784
Intermediate Similarity	0.7647	NPC469779
Intermediate Similarity	0.7647	NPC469783
Intermediate Similarity	0.7644	NPC321911
Intermediate Similarity	0.7637	NPC194411
Intermediate Similarity	0.763	NPC288838
Intermediate Similarity	0.7609	NPC317054
Intermediate Similarity	0.7602	NPC469766
Intermediate Similarity	0.7596	NPC201634
Intermediate Similarity	0.7586	NPC201380
Intermediate Similarity	0.7586	NPC469811
Intermediate Similarity	0.7586	NPC21605
Intermediate Similarity	0.7586	NPC179787
Intermediate Similarity	0.7584	NPC216643
Intermediate Similarity	0.7574	NPC105127
Intermediate Similarity	0.7574	NPC84911
Intermediate Similarity	0.7572	NPC204141
Intermediate Similarity	0.7529	NPC169433
Intermediate Similarity	0.7529	NPC63545
Intermediate Similarity	0.7527	NPC49217
Intermediate Similarity	0.7515	NPC261195
Intermediate Similarity	0.7515	NPC29886
Intermediate Similarity	0.7515	NPC96102
Intermediate Similarity	0.7514	NPC37423
Intermediate Similarity	0.7514	NPC275305
Intermediate Similarity	0.7514	NPC471579
Intermediate Similarity	0.75	NPC40070
Intermediate Similarity	0.75	NPC307191
Intermediate Similarity	0.7487	NPC176199
Intermediate Similarity	0.7487	NPC215795
Intermediate Similarity	0.7485	NPC312092
Intermediate Similarity	0.7472	NPC476297
Intermediate Similarity	0.7471	NPC251722
Intermediate Similarity	0.7471	NPC314102
Intermediate Similarity	0.7447	NPC16659
Intermediate Similarity	0.7444	NPC300238
Intermediate Similarity	0.7433	NPC68354
Intermediate Similarity	0.7394	NPC265710
Intermediate Similarity	0.7384	NPC88097
Intermediate Similarity	0.7371	NPC314372
Intermediate Similarity	0.7371	NPC86288
Intermediate Similarity	0.7363	NPC225018
Intermediate Similarity	0.7356	NPC190296
Intermediate Similarity	0.7348	NPC92796
Intermediate Similarity	0.7348	NPC135141
Intermediate Similarity	0.7341	NPC279081
Intermediate Similarity	0.7341	NPC59084
Intermediate Similarity	0.7333	NPC51054
Intermediate Similarity	0.732	NPC231536
Intermediate Similarity	0.732	NPC95783
Intermediate Similarity	0.7308	NPC229173
Intermediate Similarity	0.7303	NPC105818
Intermediate Similarity	0.7303	NPC24678
Intermediate Similarity	0.7299	NPC473868
Intermediate Similarity	0.7299	NPC63157
Intermediate Similarity	0.7293	NPC236711
Intermediate Similarity	0.7278	NPC82295
Intermediate Similarity	0.7267	NPC125746
Intermediate Similarity	0.7253	NPC475990
Intermediate Similarity	0.7253	NPC474880
Intermediate Similarity	0.7253	NPC221786
Intermediate Similarity	0.7251	NPC198988
Intermediate Similarity	0.7249	NPC240088
Intermediate Similarity	0.7249	NPC473380
Intermediate Similarity	0.7241	NPC230002
Intermediate Similarity	0.7241	NPC2949
Intermediate Similarity	0.7241	NPC115611
Intermediate Similarity	0.7222	NPC73952
Intermediate Similarity	0.7222	NPC469763
Intermediate Similarity	0.7222	NPC469760
Intermediate Similarity	0.7222	NPC259644
Intermediate Similarity	0.7222	NPC469765
Intermediate Similarity	0.7222	NPC200214
Intermediate Similarity	0.7222	NPC25008
Intermediate Similarity	0.7222	NPC469786
Intermediate Similarity	0.7219	NPC82331
Intermediate Similarity	0.7219	NPC282398
Intermediate Similarity	0.7214	NPC469308
Intermediate Similarity	0.7209	NPC325252
Intermediate Similarity	0.7196	NPC474958
Intermediate Similarity	0.7191	NPC471957
Intermediate Similarity	0.7189	NPC280864
Intermediate Similarity	0.7189	NPC17751
Intermediate Similarity	0.7186	NPC229332
Intermediate Similarity	0.7183	NPC130570
Intermediate Similarity	0.7182	NPC75540
Intermediate Similarity	0.7182	NPC211572
Intermediate Similarity	0.7182	NPC212376
Intermediate Similarity	0.7182	NPC80597
Intermediate Similarity	0.7182	NPC70922
Intermediate Similarity	0.7181	NPC477611
Intermediate Similarity	0.7176	NPC475450
Intermediate Similarity	0.7176	NPC179365
Intermediate Similarity	0.7175	NPC159856
Intermediate Similarity	0.7171	NPC116555
Intermediate Similarity	0.7157	NPC315617
Intermediate Similarity	0.7157	NPC316359
Intermediate Similarity	0.715	NPC265576
Intermediate Similarity	0.715	NPC108011
Intermediate Similarity	0.7143	NPC284635
Intermediate Similarity	0.7143	NPC297034
Intermediate Similarity	0.7135	NPC473930
Intermediate Similarity	0.7127	NPC138842
Intermediate Similarity	0.7095	NPC477134
Intermediate Similarity	0.7088	NPC34844
Intermediate Similarity	0.7074	NPC474897
Intermediate Similarity	0.7072	NPC470823
Intermediate Similarity	0.7071	NPC314058
Intermediate Similarity	0.7071	NPC316018
Intermediate Similarity	0.7069	NPC150259
Intermediate Similarity	0.7068	NPC59269
Intermediate Similarity	0.7062	NPC267811
Intermediate Similarity	0.7059	NPC473587
Intermediate Similarity	0.7049	NPC476464
Intermediate Similarity	0.7049	NPC469785
Intermediate Similarity	0.7043	NPC247987
Intermediate Similarity	0.7033	NPC141926
Intermediate Similarity	0.7021	NPC201700
Intermediate Similarity	0.7021	NPC63751
Intermediate Similarity	0.7018	NPC22079
Intermediate Similarity	0.7018	NPC475428
Intermediate Similarity	0.7011	NPC193740
Intermediate Similarity	0.7011	NPC167635
Intermediate Similarity	0.7011	NPC469762
Intermediate Similarity	0.7005	NPC274229
Intermediate Similarity	0.7	NPC473762
Intermediate Similarity	0.7	NPC470111
Remote Similarity	0.6995	NPC314919
Remote Similarity	0.699	NPC474707
Remote Similarity	0.6986	NPC208284
Remote Similarity	0.6979	NPC151939
Remote Similarity	0.6978	NPC216713
Remote Similarity	0.6977	NPC101165
Remote Similarity	0.6974	NPC467063
Remote Similarity	0.6968	NPC474561
Remote Similarity	0.6968	NPC49954
Remote Similarity	0.6968	NPC160105
Remote Similarity	0.6966	NPC20144
Remote Similarity	0.6963	NPC280297
Remote Similarity	0.6957	NPC184476
Remote Similarity	0.6954	NPC317030
Remote Similarity	0.6954	NPC204565
Remote Similarity	0.6952	NPC194640
Remote Similarity	0.6952	NPC311276
Remote Similarity	0.6952	NPC472587
Remote Similarity	0.6939	NPC15102
Remote Similarity	0.6939	NPC99939
Remote Similarity	0.6939	NPC308931
Remote Similarity	0.6919	NPC65215
Remote Similarity	0.6919	NPC173028
Remote Similarity	0.6915	NPC2165
Remote Similarity	0.6915	NPC195507
Remote Similarity	0.6914	NPC218268
Remote Similarity	0.6911	NPC313791
Remote Similarity	0.6908	NPC475288
Remote Similarity	0.6907	NPC300688
Remote Similarity	0.6904	NPC141612
Remote Similarity	0.6904	NPC135601
Remote Similarity	0.6904	NPC17273
Remote Similarity	0.6898	NPC282231
Remote Similarity	0.6895	NPC97343
Remote Similarity	0.6889	NPC470440
Remote Similarity	0.6882	NPC250361
Remote Similarity	0.6881	NPC103687
Remote Similarity	0.6881	NPC132631
Remote Similarity	0.6872	NPC233936
Remote Similarity	0.6862	NPC478182
Remote Similarity	0.6862	NPC478184
Remote Similarity	0.6862	NPC40779
Remote Similarity	0.6862	NPC21174
Remote Similarity	0.6862	NPC271797
Remote Similarity	0.6857	NPC147810
Remote Similarity	0.6847	NPC167710
Remote Similarity	0.6845	NPC279918
Remote Similarity	0.6842	NPC314957

Drug Structure

NPD5145 OpenBabel08211706322D 29 32 0 0 0 0 0 0 0 0999 V2000 -3.4518 -6.0226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7063 -6.0230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4961 2.4420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4516 -5.0148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7061 -5.0152 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7057 -2.9997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8321 1.4419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8252 1.4426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7055 -1.9919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6571 0.9625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5786 -3.5034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4967 -0.4798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8256 -0.4792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4963 1.4420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6646 0.9615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3289 0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6648 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9931 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9929 0.9622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3288 0.9618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8325 -0.4804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6573 0.0013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8327 -1.4882 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 -4.1610 1.4423 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5788 -4.5111 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0400 -1.9922 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1608 2.4423 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 15 1 0 0 0 0 4 27 1 0 0 0 0 5 27 1 0 0 0 0 6 9 1 0 0 0 0 6 12 1 0 0 0 0 7 11 1 0 0 0 0 7 16 2 0 0 0 0 8 10 1 0 0 0 0 8 20 2 0 0 0 0 9 24 1 0 0 0 0 10 23 2 0 0 0 0 11 25 2 0 0 0 0 12 27 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 19 2 0 0 0 0 14 23 1 0 0 0 0 15 16 1 0 0 0 0 15 21 2 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 17 21 1 0 0 0 0 18 22 2 0 0 0 0 19 20 1 0 0 0 0 20 26 1 0 0 0 0 21 26 1 0 0 0 0 22 24 1 0 0 0 0 22 25 1 0 0 0 0 24 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011462
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	68853
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.23
ALogP	0.255
MLogP	3.33
XLogP	2.925
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	56.84
RO5 Violation	0