NPASS drugs

Drug Information

Drug ID:	NPD5528
Drug Name:
Molecular Formula:	C23H24N4O
Canonical SMILES:	CN1C/C=CCCOc2cccc(c2)c2nc(Nc3cc(C1)ccc3)ncc2
Standard InCHI:	InChI=1S/C23H24N4O/c1-27-13-3-2-4-14-28-21-10-6-8-19(16-21)22-11-12-24-23(26-22)25-20-9-5-7-18(15-20)17-27/h2-3,5-12,15-16H,4,13-14,17H2,1H3,(H,24,25,26)/b3-2-
Standard InCHIKey:	VXBAJLGYBMTJCY-IHWYPQMZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5528

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	482
0.1-0.2	3574
0.2-0.3	9253
0.3-0.4	6796
0.4-0.5	7637
0.5-0.6	2269
0.6-0.7	765
0.7-0.8	114
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	0.7797	NPC56271
Intermediate Similarity	0.7696	NPC315957
Intermediate Similarity	0.7692	NPC476465
Intermediate Similarity	0.7685	NPC130570
Intermediate Similarity	0.7668	NPC30540
Intermediate Similarity	0.7667	NPC208284
Intermediate Similarity	0.765	NPC92111
Intermediate Similarity	0.76	NPC76748
Intermediate Similarity	0.7561	NPC287437
Intermediate Similarity	0.755	NPC296527
Intermediate Similarity	0.7525	NPC195268
Intermediate Similarity	0.7525	NPC133140
Intermediate Similarity	0.7524	NPC176538
Intermediate Similarity	0.7488	NPC307963
Intermediate Similarity	0.7476	NPC4071
Intermediate Similarity	0.7476	NPC476582
Intermediate Similarity	0.7476	NPC476578
Intermediate Similarity	0.7464	NPC285558
Intermediate Similarity	0.7381	NPC329708
Intermediate Similarity	0.7381	NPC47059
Intermediate Similarity	0.7381	NPC16452
Intermediate Similarity	0.7381	NPC274291
Intermediate Similarity	0.7381	NPC264166
Intermediate Similarity	0.7381	NPC118832
Intermediate Similarity	0.7381	NPC476581
Intermediate Similarity	0.7381	NPC165349
Intermediate Similarity	0.7381	NPC36229
Intermediate Similarity	0.7376	NPC472289
Intermediate Similarity	0.7371	NPC290689
Intermediate Similarity	0.7371	NPC164664
Intermediate Similarity	0.7349	NPC162530
Intermediate Similarity	0.7346	NPC470164
Intermediate Similarity	0.7346	NPC323345
Intermediate Similarity	0.7339	NPC308906
Intermediate Similarity	0.7337	NPC144114
Intermediate Similarity	0.7336	NPC242923
Intermediate Similarity	0.7333	NPC180504
Intermediate Similarity	0.733	NPC251090
Intermediate Similarity	0.7327	NPC254762
Intermediate Similarity	0.7321	NPC160666
Intermediate Similarity	0.7316	NPC26850
Intermediate Similarity	0.7296	NPC208060
Intermediate Similarity	0.7292	NPC177404
Intermediate Similarity	0.7273	NPC477019
Intermediate Similarity	0.7273	NPC329793
Intermediate Similarity	0.7273	NPC19872
Intermediate Similarity	0.7259	NPC312872
Intermediate Similarity	0.7251	NPC476138
Intermediate Similarity	0.7251	NPC245816
Intermediate Similarity	0.725	NPC477891
Intermediate Similarity	0.7238	NPC31930
Intermediate Similarity	0.7238	NPC232727
Intermediate Similarity	0.723	NPC313189
Intermediate Similarity	0.7222	NPC471603
Intermediate Similarity	0.7209	NPC123976
Intermediate Similarity	0.7209	NPC167860
Intermediate Similarity	0.72	NPC115595
Intermediate Similarity	0.719	NPC121772
Intermediate Similarity	0.719	NPC234197
Intermediate Similarity	0.7189	NPC266931
Intermediate Similarity	0.7188	NPC187145
Intermediate Similarity	0.717	NPC475774
Intermediate Similarity	0.7163	NPC194967
Intermediate Similarity	0.7158	NPC26872
Intermediate Similarity	0.7157	NPC476686
Intermediate Similarity	0.7157	NPC105758
Intermediate Similarity	0.7157	NPC476688
Intermediate Similarity	0.7143	NPC112206
Intermediate Similarity	0.7143	NPC53069
Intermediate Similarity	0.7143	NPC278874
Intermediate Similarity	0.7143	NPC26679
Intermediate Similarity	0.7143	NPC202768
Intermediate Similarity	0.7143	NPC202605
Intermediate Similarity	0.7143	NPC296482
Intermediate Similarity	0.7136	NPC475070
Intermediate Similarity	0.7129	NPC176127
Intermediate Similarity	0.7116	NPC82548
Intermediate Similarity	0.7116	NPC477111
Intermediate Similarity	0.7112	NPC39092
Intermediate Similarity	0.711	NPC476287
Intermediate Similarity	0.7109	NPC329747
Intermediate Similarity	0.7091	NPC473513
Intermediate Similarity	0.7082	NPC477805
Intermediate Similarity	0.7082	NPC477806
Intermediate Similarity	0.7082	NPC477795
Intermediate Similarity	0.7082	NPC477796
Intermediate Similarity	0.7081	NPC13880
Intermediate Similarity	0.7078	NPC470549
Intermediate Similarity	0.7077	NPC118511
Intermediate Similarity	0.7076	NPC472066
Intermediate Similarity	0.7076	NPC472031
Intermediate Similarity	0.7076	NPC472067
Intermediate Similarity	0.707	NPC135549
Intermediate Similarity	0.7064	NPC472068
Intermediate Similarity	0.7061	NPC469554
Intermediate Similarity	0.7059	NPC173080
Intermediate Similarity	0.7051	NPC470020
Intermediate Similarity	0.7051	NPC471304
Intermediate Similarity	0.7048	NPC267928
Intermediate Similarity	0.7045	NPC170114
Intermediate Similarity	0.7039	NPC230805
Intermediate Similarity	0.7032	NPC149471
Intermediate Similarity	0.7032	NPC478074
Intermediate Similarity	0.7032	NPC271215
Intermediate Similarity	0.7027	NPC213530
Intermediate Similarity	0.7027	NPC193267
Intermediate Similarity	0.7026	NPC224632
Intermediate Similarity	0.7026	NPC471614
Intermediate Similarity	0.7024	NPC171171
Intermediate Similarity	0.7023	NPC477113
Intermediate Similarity	0.702	NPC476518
Intermediate Similarity	0.7019	NPC99666
Intermediate Similarity	0.7005	NPC185782
Intermediate Similarity	0.7004	NPC314954
Remote Similarity	0.6991	NPC132631
Remote Similarity	0.6991	NPC103687
Remote Similarity	0.6987	NPC101543
Remote Similarity	0.6986	NPC96405
Remote Similarity	0.6986	NPC171409
Remote Similarity	0.6986	NPC251160
Remote Similarity	0.6985	NPC14651
Remote Similarity	0.6985	NPC121658
Remote Similarity	0.6978	NPC322482
Remote Similarity	0.6972	NPC188420
Remote Similarity	0.6966	NPC171393
Remote Similarity	0.6966	NPC295452
Remote Similarity	0.696	NPC157931
Remote Similarity	0.6951	NPC17565
Remote Similarity	0.695	NPC111624
Remote Similarity	0.6944	NPC472111
Remote Similarity	0.6942	NPC204385
Remote Similarity	0.6933	NPC216612
Remote Similarity	0.6931	NPC283152
Remote Similarity	0.693	NPC223427
Remote Similarity	0.693	NPC162484
Remote Similarity	0.6927	NPC204717
Remote Similarity	0.6916	NPC470018
Remote Similarity	0.6913	NPC49547
Remote Similarity	0.6912	NPC206201
Remote Similarity	0.6912	NPC161887
Remote Similarity	0.6909	NPC94157
Remote Similarity	0.6908	NPC66083
Remote Similarity	0.6906	NPC23614
Remote Similarity	0.6906	NPC473822
Remote Similarity	0.6906	NPC100079
Remote Similarity	0.6905	NPC329541
Remote Similarity	0.6897	NPC295228
Remote Similarity	0.6895	NPC113369
Remote Similarity	0.6895	NPC5145
Remote Similarity	0.6893	NPC314002
Remote Similarity	0.6892	NPC477110
Remote Similarity	0.6889	NPC310118
Remote Similarity	0.6889	NPC17305
Remote Similarity	0.6887	NPC77555
Remote Similarity	0.6886	NPC74575
Remote Similarity	0.6886	NPC257851
Remote Similarity	0.6881	NPC475910
Remote Similarity	0.6881	NPC287208
Remote Similarity	0.6878	NPC220765
Remote Similarity	0.6878	NPC236668
Remote Similarity	0.6875	NPC250178
Remote Similarity	0.6863	NPC168486
Remote Similarity	0.6863	NPC222592
Remote Similarity	0.6857	NPC324149
Remote Similarity	0.6854	NPC72211
Remote Similarity	0.6853	NPC471177
Remote Similarity	0.6853	NPC24802
Remote Similarity	0.6853	NPC59779
Remote Similarity	0.6853	NPC124542
Remote Similarity	0.685	NPC473764
Remote Similarity	0.685	NPC314940
Remote Similarity	0.6849	NPC201697
Remote Similarity	0.6849	NPC174672
Remote Similarity	0.6849	NPC174758
Remote Similarity	0.6847	NPC146976
Remote Similarity	0.6847	NPC184964
Remote Similarity	0.6847	NPC235076
Remote Similarity	0.6845	NPC284678
Remote Similarity	0.6845	NPC284559
Remote Similarity	0.6845	NPC84478
Remote Similarity	0.6844	NPC472099
Remote Similarity	0.684	NPC70259
Remote Similarity	0.6835	NPC193238
Remote Similarity	0.6833	NPC316981
Remote Similarity	0.683	NPC96321
Remote Similarity	0.6829	NPC470474
Remote Similarity	0.6829	NPC219963
Remote Similarity	0.6828	NPC65277
Remote Similarity	0.6818	NPC11464
Remote Similarity	0.6816	NPC8022
Remote Similarity	0.6816	NPC288349
Remote Similarity	0.6816	NPC470799
Remote Similarity	0.6812	NPC110151
Remote Similarity	0.681	NPC255800
Remote Similarity	0.681	NPC96584
Remote Similarity	0.68	NPC46451
Remote Similarity	0.6798	NPC125597
Remote Similarity	0.6797	NPC201508
Remote Similarity	0.6794	NPC242928
Remote Similarity	0.6793	NPC142385

Drug Structure

NPD5528 OpenBabel08211708292D 29 32 0 0 0 0 0 0 0 0999 V2000 -3.0485 3.3154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6763 3.4624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2717 3.3965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0918 3.3314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4615 0.0954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1943 1.5109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4615 1.0954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3552 1.0103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5954 -0.4046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4854 1.9489 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1676 0.7550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3583 0.7592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8134 3.1408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4185 3.0177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7294 1.0954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0258 1.3956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5132 2.1887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5954 1.5954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8470 0.8240 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7294 0.0954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0093 1.9944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4922 0.3413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5764 -0.1630 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6894 0.3506 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1745 -0.1300 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 -2.2427 2.7232 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7992 2.5553 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3931 -1.1058 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 13 1 0 0 0 0 4 14 1 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 8 2 0 0 0 0 6 10 1 0 0 0 0 7 18 1 0 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 10 21 2 0 0 0 0 11 12 2 0 0 0 0 11 22 1 0 0 0 0 12 24 1 0 0 0 0 13 27 1 0 0 0 0 14 28 1 0 0 0 0 15 18 2 0 0 0 0 15 20 1 0 0 0 0 16 19 2 0 0 0 0 16 21 1 0 0 0 0 17 18 1 0 0 0 0 17 27 1 0 0 0 0 19 22 1 0 0 0 0 20 25 1 0 0 0 0 21 28 1 0 0 0 0 22 26 2 0 0 0 0 23 24 2 0 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002191
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16739650
ChEBI
CAS Number

Drug Properties

Molecular Weight	372.20
ALogP	-0.2444
MLogP	3.44
XLogP	4.651
HDA	4
HBD	1
Rotatable Bonds	1
TPSA	50.28
RO5 Violation	0