NPASS drugs

Drug Information

Drug ID:	NPD5820
Drug Name:
Molecular Formula:	C24H20N4O2
Canonical SMILES:	Cc1cc2CCN3c2c(c1)C(=N[C@H](C3=O)NC(=O)c1ccncc1)c1ccccc1
Standard InCHI:	InChI=1S/C24H20N4O2/c1-15-13-18-9-12-28-21(18)19(14-15)20(16-5-3-2-4-6-16)26-22(24(28)30)27-23(29)17-7-10-25-11-8-17/h2-8,10-11,13-14,22H,9,12H2,1H3,(H,27,29)/t22-/m0/s1
Standard InCHIKey:	KYFWUBJMTHVBIF-QFIPXVFZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5820

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	437
0.1-0.2	3545
0.2-0.3	12359
0.3-0.4	10347
0.4-0.5	1574
0.5-0.6	1457
0.6-0.7	983
0.7-0.8	188
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	0.7956	NPC16659
Intermediate Similarity	0.7901	NPC265710
Intermediate Similarity	0.788	NPC133003
Intermediate Similarity	0.7876	NPC317701
Intermediate Similarity	0.7845	NPC473380
Intermediate Similarity	0.7845	NPC240088
Intermediate Similarity	0.7841	NPC478182
Intermediate Similarity	0.7838	NPC135601
Intermediate Similarity	0.7838	NPC141612
Intermediate Similarity	0.7838	NPC17273
Intermediate Similarity	0.7826	NPC477003
Intermediate Similarity	0.7772	NPC470205
Intermediate Similarity	0.7766	NPC476460
Intermediate Similarity	0.7742	NPC94752
Intermediate Similarity	0.767	NPC293487
Intermediate Similarity	0.764	NPC478184
Intermediate Similarity	0.7619	NPC324091
Intermediate Similarity	0.7594	NPC308931
Intermediate Similarity	0.7594	NPC99939
Intermediate Similarity	0.7592	NPC326422
Intermediate Similarity	0.7586	NPC472260
Intermediate Similarity	0.7568	NPC73994
Intermediate Similarity	0.7556	NPC478183
Intermediate Similarity	0.7556	NPC114637
Intermediate Similarity	0.7554	NPC284775
Intermediate Similarity	0.7541	NPC469529
Intermediate Similarity	0.7527	NPC191415
Intermediate Similarity	0.7514	NPC11126
Intermediate Similarity	0.7486	NPC478185
Intermediate Similarity	0.7473	NPC32534
Intermediate Similarity	0.7459	NPC56233
Intermediate Similarity	0.7459	NPC157583
Intermediate Similarity	0.7451	NPC470732
Intermediate Similarity	0.7447	NPC21429
Intermediate Similarity	0.7447	NPC228835
Intermediate Similarity	0.7429	NPC40070
Intermediate Similarity	0.7399	NPC470440
Intermediate Similarity	0.7396	NPC251722
Intermediate Similarity	0.7396	NPC314102
Intermediate Similarity	0.7394	NPC102755
Intermediate Similarity	0.7391	NPC161861
Intermediate Similarity	0.7389	NPC471194
Intermediate Similarity	0.7389	NPC471193
Intermediate Similarity	0.7389	NPC6865
Intermediate Similarity	0.7389	NPC153980
Intermediate Similarity	0.7385	NPC167710
Intermediate Similarity	0.7377	NPC91895
Intermediate Similarity	0.7368	NPC476817
Intermediate Similarity	0.7366	NPC83774
Intermediate Similarity	0.7366	NPC470731
Intermediate Similarity	0.7358	NPC216550
Intermediate Similarity	0.7345	NPC281094
Intermediate Similarity	0.734	NPC72956
Intermediate Similarity	0.7326	NPC12649
Intermediate Similarity	0.7322	NPC70949
Intermediate Similarity	0.732	NPC188821
Intermediate Similarity	0.732	NPC304203
Intermediate Similarity	0.732	NPC474180
Intermediate Similarity	0.7314	NPC105811
Intermediate Similarity	0.731	NPC477004
Intermediate Similarity	0.7308	NPC233380
Intermediate Similarity	0.7299	NPC467188
Intermediate Similarity	0.7294	NPC65408
Intermediate Similarity	0.7293	NPC470203
Intermediate Similarity	0.7292	NPC213629
Intermediate Similarity	0.7292	NPC103119
Intermediate Similarity	0.7287	NPC24864
Intermediate Similarity	0.7287	NPC61011
Intermediate Similarity	0.7286	NPC40455
Intermediate Similarity	0.7278	NPC56765
Intermediate Similarity	0.7273	NPC237188
Intermediate Similarity	0.7263	NPC165495
Intermediate Similarity	0.7247	NPC251391
Intermediate Similarity	0.7247	NPC200214
Intermediate Similarity	0.7247	NPC325903
Intermediate Similarity	0.724	NPC17059
Intermediate Similarity	0.7238	NPC215584
Intermediate Similarity	0.7238	NPC312942
Intermediate Similarity	0.7238	NPC470204
Intermediate Similarity	0.7238	NPC327095
Intermediate Similarity	0.7238	NPC44773
Intermediate Similarity	0.7232	NPC473878
Intermediate Similarity	0.7213	NPC42372
Intermediate Similarity	0.7202	NPC255909
Intermediate Similarity	0.7198	NPC242116
Intermediate Similarity	0.7198	NPC471192
Intermediate Similarity	0.7198	NPC225018
Intermediate Similarity	0.7196	NPC477042
Intermediate Similarity	0.7191	NPC70406
Intermediate Similarity	0.7189	NPC471943
Intermediate Similarity	0.7179	NPC47190
Intermediate Similarity	0.7175	NPC321911
Intermediate Similarity	0.7173	NPC46895
Intermediate Similarity	0.7172	NPC34837
Intermediate Similarity	0.717	NPC19170
Intermediate Similarity	0.7168	NPC238499
Intermediate Similarity	0.7166	NPC469938
Intermediate Similarity	0.7166	NPC293216
Intermediate Similarity	0.7159	NPC478186
Intermediate Similarity	0.7158	NPC90723
Intermediate Similarity	0.7157	NPC102592
Intermediate Similarity	0.7157	NPC79356
Intermediate Similarity	0.7143	NPC470680
Intermediate Similarity	0.7143	NPC100104
Intermediate Similarity	0.7143	NPC248462
Intermediate Similarity	0.7143	NPC122141
Intermediate Similarity	0.7129	NPC88115
Intermediate Similarity	0.7128	NPC151635
Intermediate Similarity	0.7128	NPC473763
Intermediate Similarity	0.7128	NPC117244
Intermediate Similarity	0.7119	NPC179787
Intermediate Similarity	0.7119	NPC469811
Intermediate Similarity	0.7119	NPC201380
Intermediate Similarity	0.7114	NPC106757
Intermediate Similarity	0.7111	NPC476297
Intermediate Similarity	0.7111	NPC209362
Intermediate Similarity	0.7111	NPC476219
Intermediate Similarity	0.711	NPC73767
Intermediate Similarity	0.7108	NPC116555
Intermediate Similarity	0.7107	NPC294693
Intermediate Similarity	0.7105	NPC40530
Intermediate Similarity	0.7105	NPC314281
Intermediate Similarity	0.7104	NPC194881
Intermediate Similarity	0.7102	NPC314372
Intermediate Similarity	0.7098	NPC476527
Intermediate Similarity	0.7097	NPC194411
Intermediate Similarity	0.7095	NPC117032
Intermediate Similarity	0.7088	NPC80681
Intermediate Similarity	0.7088	NPC206819
Intermediate Similarity	0.7088	NPC318065
Intermediate Similarity	0.7086	NPC190296
Intermediate Similarity	0.7085	NPC171317
Intermediate Similarity	0.7085	NPC474389
Intermediate Similarity	0.7083	NPC467063
Intermediate Similarity	0.7079	NPC123906
Intermediate Similarity	0.707	NPC297862
Intermediate Similarity	0.7069	NPC469783
Intermediate Similarity	0.7069	NPC469761
Intermediate Similarity	0.7069	NPC469768
Intermediate Similarity	0.7069	NPC469780
Intermediate Similarity	0.7069	NPC469767
Intermediate Similarity	0.7069	NPC469779
Intermediate Similarity	0.7069	NPC469784
Intermediate Similarity	0.7065	NPC21174
Intermediate Similarity	0.7065	NPC271797
Intermediate Similarity	0.7065	NPC271734
Intermediate Similarity	0.7062	NPC63545
Intermediate Similarity	0.7052	NPC169433
Intermediate Similarity	0.705	NPC268744
Intermediate Similarity	0.705	NPC201266
Intermediate Similarity	0.705	NPC293917
Intermediate Similarity	0.705	NPC474318
Intermediate Similarity	0.705	NPC81535
Intermediate Similarity	0.705	NPC153123
Intermediate Similarity	0.705	NPC475914
Intermediate Similarity	0.705	NPC237414
Intermediate Similarity	0.705	NPC220797
Intermediate Similarity	0.7044	NPC473376
Intermediate Similarity	0.7039	NPC105818
Intermediate Similarity	0.7039	NPC24678
Intermediate Similarity	0.7039	NPC53947
Intermediate Similarity	0.7037	NPC470729
Intermediate Similarity	0.7037	NPC477176
Intermediate Similarity	0.7033	NPC76982
Intermediate Similarity	0.7029	NPC469766
Intermediate Similarity	0.7026	NPC473666
Intermediate Similarity	0.7022	NPC470111
Intermediate Similarity	0.7021	NPC252572
Intermediate Similarity	0.7017	NPC229055
Intermediate Similarity	0.7016	NPC88110
Intermediate Similarity	0.7015	NPC13456
Intermediate Similarity	0.7015	NPC269203
Intermediate Similarity	0.7015	NPC77241
Intermediate Similarity	0.7015	NPC166209
Intermediate Similarity	0.7011	NPC110126
Intermediate Similarity	0.7005	NPC474877
Intermediate Similarity	0.7005	NPC65080
Intermediate Similarity	0.7	NPC470233
Intermediate Similarity	0.7	NPC28848
Intermediate Similarity	0.7	NPC470679
Intermediate Similarity	0.7	NPC14113
Intermediate Similarity	0.7	NPC217021
Intermediate Similarity	0.7	NPC145885
Intermediate Similarity	0.7	NPC64436
Intermediate Similarity	0.7	NPC84827
Intermediate Similarity	0.7	NPC474916
Intermediate Similarity	0.7	NPC68354
Intermediate Similarity	0.7	NPC14325
Remote Similarity	0.6995	NPC135141
Remote Similarity	0.6995	NPC474492
Remote Similarity	0.6995	NPC92796
Remote Similarity	0.6994	NPC84911
Remote Similarity	0.6984	NPC37423
Remote Similarity	0.6984	NPC275305
Remote Similarity	0.6981	NPC272174
Remote Similarity	0.698	NPC471944
Remote Similarity	0.6979	NPC470677
Remote Similarity	0.6978	NPC74357
Remote Similarity	0.6978	NPC51054
Remote Similarity	0.6976	NPC54420

Drug Structure

NPD5820 OpenBabel08211708292D 31 35 0 0 1 0 0 0 0 0999 V2000 -3.3406 2.1701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5987 -1.9049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4682 -0.9134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8054 -2.5136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5443 -0.5307 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8815 -2.1309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4392 -1.6835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0651 -0.6291 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0480 -0.8902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6738 0.1642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6180 1.9890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6361 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5316 1.5823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7510 -1.1395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4477 -1.5530 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8271 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8271 -0.7568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5351 -1.2919 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8390 -2.3464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.7568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6653 0.0337 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2919 -1.2919 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1525 -2.2158 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 1.2217 -3.2702 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9239 -1.1395 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7612 -3.0092 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 16 2 0 0 0 0 6 16 1 0 0 0 0 7 10 1 0 0 0 0 7 17 2 0 0 0 0 8 11 2 0 0 0 0 8 17 1 0 0 0 0 9 12 1 0 0 0 0 9 18 1 0 0 0 0 10 25 2 0 0 0 0 11 25 1 0 0 0 0 12 28 1 0 0 0 0 13 15 2 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 14 19 2 0 0 0 0 16 20 1 0 0 0 0 17 23 1 0 0 0 0 18 21 2 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 26 2 0 0 0 0 21 28 1 0 0 0 0 22 24 1 0 0 0 0 22 26 1 0 0 0 0 22 27 1 6 0 0 0 23 27 1 0 0 0 0 23 29 2 0 0 0 0 24 28 1 0 0 0 0 24 30 2 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004504
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9865514
ChEBI
CAS Number

Drug Properties

Molecular Weight	396.16
ALogP	-0.3284
MLogP	3.44
XLogP	5.121
HDA	6
HBD	1
Rotatable Bonds	5
TPSA	74.66
RO5 Violation	1