NPASS drugs

Drug Information

Drug ID:	NPD3920
Drug Name:	Moxaverine
Molecular Formula:	C20H21NO2
Canonical SMILES:	CCc1cc2cc(OC)c(cc2c(n1)Cc1ccccc1)OC
Standard InCHI:	InChI=1S/C20H21NO2/c1-4-16-11-15-12-19(22-2)20(23-3)13-17(15)18(21-16)10-14-8-6-5-7-9-14/h5-9,11-13H,4,10H2,1-3H3
Standard InCHIKey:	MYCMTMIGRXJNSO-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3920

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	431
0.1-0.2	1644
0.2-0.3	9712
0.3-0.4	2629
0.4-0.5	8914
0.5-0.6	5626
0.6-0.7	1501
0.7-0.8	386
0.8-0.85	31
0.85-0.9	13
0.9-0.95	3
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	0.9353	NPC133140
High Similarity	0.9353	NPC195268
High Similarity	0.9325	NPC312872
High Similarity	0.8927	NPC4071
High Similarity	0.8927	NPC476582
High Similarity	0.8927	NPC476578
High Similarity	0.8876	NPC477019
High Similarity	0.8837	NPC204385
High Similarity	0.8824	NPC206201
High Similarity	0.8785	NPC36229
High Similarity	0.8785	NPC476581
High Similarity	0.8785	NPC16452
High Similarity	0.8667	NPC234197
High Similarity	0.8619	NPC31930
High Similarity	0.8587	NPC313189
High Similarity	0.8548	NPC290689
Intermediate Similarity	0.8483	NPC114335
Intermediate Similarity	0.8483	NPC141915
Intermediate Similarity	0.8483	NPC280964
Intermediate Similarity	0.8457	NPC202768
Intermediate Similarity	0.8457	NPC202605
Intermediate Similarity	0.8457	NPC112206
Intermediate Similarity	0.8457	NPC296482
Intermediate Similarity	0.8457	NPC251160
Intermediate Similarity	0.8457	NPC53069
Intermediate Similarity	0.8424	NPC26850
Intermediate Similarity	0.8413	NPC236668
Intermediate Similarity	0.8387	NPC135549
Intermediate Similarity	0.8368	NPC146976
Intermediate Similarity	0.8263	NPC171409
Intermediate Similarity	0.8263	NPC96405
Intermediate Similarity	0.8242	NPC26872
Intermediate Similarity	0.8172	NPC135887
Intermediate Similarity	0.8172	NPC199277
Intermediate Similarity	0.8158	NPC188420
Intermediate Similarity	0.8144	NPC473822
Intermediate Similarity	0.8125	NPC149471
Intermediate Similarity	0.8125	NPC271215
Intermediate Similarity	0.8071	NPC122463
Intermediate Similarity	0.8071	NPC280272
Intermediate Similarity	0.8068	NPC472168
Intermediate Similarity	0.8061	NPC174049
Intermediate Similarity	0.8032	NPC223427
Intermediate Similarity	0.8022	NPC469390
Intermediate Similarity	0.8012	NPC118511
Intermediate Similarity	0.8011	NPC287437
Intermediate Similarity	0.8	NPC61350
Intermediate Similarity	0.799	NPC235076
Intermediate Similarity	0.7989	NPC164374
Intermediate Similarity	0.7989	NPC137929
Intermediate Similarity	0.798	NPC210434
Intermediate Similarity	0.7959	NPC100079
Intermediate Similarity	0.7959	NPC23614
Intermediate Similarity	0.7953	NPC177404
Intermediate Similarity	0.7938	NPC162530
Intermediate Similarity	0.7906	NPC474595
Intermediate Similarity	0.7892	NPC131017
Intermediate Similarity	0.7886	NPC258773
Intermediate Similarity	0.7884	NPC66815
Intermediate Similarity	0.7868	NPC204446
Intermediate Similarity	0.7861	NPC24954
Intermediate Similarity	0.7861	NPC200888
Intermediate Similarity	0.7857	NPC66083
Intermediate Similarity	0.7853	NPC323345
Intermediate Similarity	0.7853	NPC304183
Intermediate Similarity	0.7853	NPC470164
Intermediate Similarity	0.7846	NPC266931
Intermediate Similarity	0.7842	NPC469440
Intermediate Similarity	0.7842	NPC162484
Intermediate Similarity	0.7833	NPC176127
Intermediate Similarity	0.7833	NPC24019
Intermediate Similarity	0.7828	NPC46451
Intermediate Similarity	0.7817	NPC473513
Intermediate Similarity	0.7812	NPC193777
Intermediate Similarity	0.7809	NPC283152
Intermediate Similarity	0.7809	NPC285941
Intermediate Similarity	0.7794	NPC201508
Intermediate Similarity	0.779	NPC62069
Intermediate Similarity	0.7784	NPC470020
Intermediate Similarity	0.7778	NPC173080
Intermediate Similarity	0.7778	NPC11017
Intermediate Similarity	0.7766	NPC72211
Intermediate Similarity	0.7732	NPC201697
Intermediate Similarity	0.7718	NPC255800
Intermediate Similarity	0.7718	NPC96584
Intermediate Similarity	0.7713	NPC70956
Intermediate Similarity	0.7713	NPC243834
Intermediate Similarity	0.7713	NPC224928
Intermediate Similarity	0.7711	NPC118121
Intermediate Similarity	0.7706	NPC476568
Intermediate Similarity	0.7696	NPC476997
Intermediate Similarity	0.7692	NPC84478
Intermediate Similarity	0.7684	NPC329793
Intermediate Similarity	0.7684	NPC329747
Intermediate Similarity	0.7683	NPC314682
Intermediate Similarity	0.768	NPC470931
Intermediate Similarity	0.766	NPC70259
Intermediate Similarity	0.7659	NPC476996
Intermediate Similarity	0.7659	NPC476998
Intermediate Similarity	0.7659	NPC278525
Intermediate Similarity	0.7654	NPC288943
Intermediate Similarity	0.7653	NPC208284
Intermediate Similarity	0.765	NPC148409
Intermediate Similarity	0.765	NPC42591
Intermediate Similarity	0.7647	NPC79293
Intermediate Similarity	0.7647	NPC279401
Intermediate Similarity	0.7644	NPC267423
Intermediate Similarity	0.7644	NPC295228
Intermediate Similarity	0.7644	NPC216816
Intermediate Similarity	0.7636	NPC474915
Intermediate Similarity	0.7636	NPC328750
Intermediate Similarity	0.7636	NPC213206
Intermediate Similarity	0.7636	NPC188163
Intermediate Similarity	0.7633	NPC22481
Intermediate Similarity	0.7622	NPC242928
Intermediate Similarity	0.7621	NPC476999
Intermediate Similarity	0.7617	NPC285558
Intermediate Similarity	0.7614	NPC48353
Intermediate Similarity	0.761	NPC476994
Intermediate Similarity	0.7606	NPC205934
Intermediate Similarity	0.7606	NPC43787
Intermediate Similarity	0.7602	NPC199667
Intermediate Similarity	0.7602	NPC219664
Intermediate Similarity	0.7596	NPC90875
Intermediate Similarity	0.7585	NPC233334
Intermediate Similarity	0.7582	NPC474798
Intermediate Similarity	0.7582	NPC190461
Intermediate Similarity	0.7577	NPC472111
Intermediate Similarity	0.7576	NPC474594
Intermediate Similarity	0.756	NPC108342
Intermediate Similarity	0.7551	NPC473181
Intermediate Similarity	0.7551	NPC469589
Intermediate Similarity	0.7527	NPC287588
Intermediate Similarity	0.7525	NPC203168
Intermediate Similarity	0.7525	NPC316981
Intermediate Similarity	0.7524	NPC189903
Intermediate Similarity	0.7524	NPC182907
Intermediate Similarity	0.7514	NPC33902
Intermediate Similarity	0.7514	NPC276674
Intermediate Similarity	0.7513	NPC291535
Intermediate Similarity	0.7513	NPC471304
Intermediate Similarity	0.7513	NPC475085
Intermediate Similarity	0.7513	NPC475112
Intermediate Similarity	0.7512	NPC253675
Intermediate Similarity	0.75	NPC176538
Intermediate Similarity	0.7488	NPC166722
Intermediate Similarity	0.7487	NPC76748
Intermediate Similarity	0.7486	NPC285635
Intermediate Similarity	0.7464	NPC473182
Intermediate Similarity	0.7461	NPC476044
Intermediate Similarity	0.746	NPC307963
Intermediate Similarity	0.7459	NPC249405
Intermediate Similarity	0.7456	NPC185838
Intermediate Similarity	0.7448	NPC128823
Intermediate Similarity	0.7447	NPC92111
Intermediate Similarity	0.744	NPC136860
Intermediate Similarity	0.744	NPC128019
Intermediate Similarity	0.744	NPC476567
Intermediate Similarity	0.7436	NPC470930
Intermediate Similarity	0.7435	NPC474188
Intermediate Similarity	0.7433	NPC296527
Intermediate Similarity	0.7432	NPC478032
Intermediate Similarity	0.7432	NPC168486
Intermediate Similarity	0.7432	NPC222592
Intermediate Similarity	0.7418	NPC119134
Intermediate Similarity	0.7411	NPC82548
Intermediate Similarity	0.7411	NPC475910
Intermediate Similarity	0.7405	NPC179704
Intermediate Similarity	0.74	NPC471080
Intermediate Similarity	0.74	NPC469592
Intermediate Similarity	0.7398	NPC476106
Intermediate Similarity	0.7385	NPC475774
Intermediate Similarity	0.7382	NPC251090
Intermediate Similarity	0.7371	NPC41501
Intermediate Similarity	0.7371	NPC232727
Intermediate Similarity	0.7368	NPC210437
Intermediate Similarity	0.7368	NPC51957
Intermediate Similarity	0.7368	NPC321505
Intermediate Similarity	0.7368	NPC16107
Intermediate Similarity	0.7368	NPC476144
Intermediate Similarity	0.7368	NPC106295
Intermediate Similarity	0.7368	NPC191376
Intermediate Similarity	0.7368	NPC179825
Intermediate Similarity	0.7358	NPC476995
Intermediate Similarity	0.735	NPC472098
Intermediate Similarity	0.735	NPC473180
Intermediate Similarity	0.735	NPC94157
Intermediate Similarity	0.7349	NPC15406
Intermediate Similarity	0.7348	NPC66573
Intermediate Similarity	0.7347	NPC165349
Intermediate Similarity	0.7347	NPC274291
Intermediate Similarity	0.7347	NPC264166
Intermediate Similarity	0.7347	NPC329708
Intermediate Similarity	0.7347	NPC47059
Intermediate Similarity	0.7347	NPC118832
Intermediate Similarity	0.7344	NPC153042
Intermediate Similarity	0.734	NPC128751
Intermediate Similarity	0.734	NPC246700
Intermediate Similarity	0.734	NPC320088
Intermediate Similarity	0.7337	NPC167860

Drug Structure

NPD3920 OpenBabel08211704332D 23 25 0 0 0 0 0 0 0 0999 V2000 -4.3301 -2.5000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 2.5981 -2.5000 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 -3.0000 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 -0.0000 -3.0000 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 -1.7321 0.0000 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 0.8660 -2.5000 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 -2.5981 -2.5000 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 -0.8660 -2.5000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 22 1 0 0 0 0 3 23 1 0 0 0 0 4 16 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 9 2 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 14 1 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 12 19 2 0 0 0 0 13 17 1 0 0 0 0 13 20 2 0 0 0 0 15 17 1 0 0 0 0 16 21 2 0 0 0 0 17 18 2 0 0 0 0 18 21 1 0 0 0 0 19 20 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	307.16
ALogP	-0.0191
MLogP	3.33
XLogP	6.161
HDA	1
HBD	0
Rotatable Bonds	8
TPSA	31.35
RO5 Violation	1