NPASS drugs

Drug Information

Drug ID:	NPD2739
Drug Name:
Molecular Formula:	C18H14Cl2N2O2
Canonical SMILES:	CC(=Nc1ccc(c(c1Cl)COc1cccc2c1ccnc2)Cl)O
Standard InCHI:	InChI=1S/C18H14Cl2N2O2/c1-11(23)22-16-6-5-15(19)14(18(16)20)10-24-17-4-2-3-12-9-21-8-7-13(12)17/h2-9H,10H2,1H3,(H,22,23)
Standard InCHIKey:	YXVRCTRMIKAODR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2739

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	419
0.1-0.2	2803
0.2-0.3	10008
0.3-0.4	3492
0.4-0.5	10962
0.5-0.6	2546
0.6-0.7	579
0.7-0.8	81
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	0.77	NPC133140
Intermediate Similarity	0.77	NPC195268
Intermediate Similarity	0.7548	NPC16452
Intermediate Similarity	0.7548	NPC36229
Intermediate Similarity	0.7548	NPC476581
Intermediate Similarity	0.7476	NPC4071
Intermediate Similarity	0.7476	NPC476582
Intermediate Similarity	0.7476	NPC476578
Intermediate Similarity	0.7465	NPC112206
Intermediate Similarity	0.7465	NPC202605
Intermediate Similarity	0.7454	NPC473822
Intermediate Similarity	0.7453	NPC290689
Intermediate Similarity	0.744	NPC477019
Intermediate Similarity	0.7404	NPC31930
Intermediate Similarity	0.7391	NPC287437
Intermediate Similarity	0.7381	NPC329708
Intermediate Similarity	0.7381	NPC47059
Intermediate Similarity	0.7381	NPC274291
Intermediate Similarity	0.7381	NPC264166
Intermediate Similarity	0.7381	NPC118832
Intermediate Similarity	0.7381	NPC165349
Intermediate Similarity	0.7356	NPC234197
Intermediate Similarity	0.7336	NPC208284
Intermediate Similarity	0.7302	NPC202768
Intermediate Similarity	0.7302	NPC296482
Intermediate Similarity	0.7302	NPC251160
Intermediate Similarity	0.7302	NPC53069
Intermediate Similarity	0.7295	NPC224928
Intermediate Similarity	0.7292	NPC177404
Intermediate Similarity	0.7264	NPC323345
Intermediate Similarity	0.7264	NPC470164
Intermediate Similarity	0.7233	NPC307963
Intermediate Similarity	0.723	NPC313189
Intermediate Similarity	0.7227	NPC174049
Intermediate Similarity	0.7222	NPC96405
Intermediate Similarity	0.7222	NPC171409
Intermediate Similarity	0.7209	NPC470020
Intermediate Similarity	0.7181	NPC255800
Intermediate Similarity	0.7181	NPC96584
Intermediate Similarity	0.717	NPC475774
Intermediate Similarity	0.7168	NPC201508
Intermediate Similarity	0.7163	NPC473053
Intermediate Similarity	0.7163	NPC251090
Intermediate Similarity	0.7162	NPC122463
Intermediate Similarity	0.7156	NPC235076
Intermediate Similarity	0.715	NPC289786
Intermediate Similarity	0.715	NPC135549
Intermediate Similarity	0.7136	NPC173080
Intermediate Similarity	0.7135	NPC26850
Intermediate Similarity	0.713	NPC188420
Intermediate Similarity	0.7122	NPC296527
Intermediate Similarity	0.711	NPC162530
Intermediate Similarity	0.7109	NPC315957
Intermediate Similarity	0.7109	NPC176538
Intermediate Similarity	0.7087	NPC76748
Intermediate Similarity	0.7085	NPC118121
Intermediate Similarity	0.7085	NPC312872
Intermediate Similarity	0.7059	NPC23614
Intermediate Similarity	0.7059	NPC197141
Intermediate Similarity	0.7059	NPC204446
Intermediate Similarity	0.7059	NPC100079
Intermediate Similarity	0.7054	NPC322482
Intermediate Similarity	0.7053	NPC92111
Intermediate Similarity	0.7053	NPC469390
Intermediate Similarity	0.7048	NPC267928
Intermediate Similarity	0.7041	NPC471178
Intermediate Similarity	0.7037	NPC82548
Intermediate Similarity	0.7032	NPC236668
Intermediate Similarity	0.7032	NPC149471
Intermediate Similarity	0.7032	NPC271215
Intermediate Similarity	0.7027	NPC46451
Intermediate Similarity	0.7026	NPC471177
Intermediate Similarity	0.7026	NPC59779
Intermediate Similarity	0.7026	NPC124542
Intermediate Similarity	0.7024	NPC61350
Intermediate Similarity	0.7019	NPC114335
Intermediate Similarity	0.7019	NPC280964
Intermediate Similarity	0.7019	NPC141915
Intermediate Similarity	0.7014	NPC473513
Intermediate Similarity	0.7009	NPC210434
Intermediate Similarity	0.7	NPC146976
Remote Similarity	0.6995	NPC470474
Remote Similarity	0.6991	NPC193238
Remote Similarity	0.699	NPC66083
Remote Similarity	0.6985	NPC14651
Remote Similarity	0.6985	NPC121658
Remote Similarity	0.6977	NPC285558
Remote Similarity	0.6955	NPC266931
Remote Similarity	0.6944	NPC472111
Remote Similarity	0.6935	NPC476518
Remote Similarity	0.6931	NPC283152
Remote Similarity	0.693	NPC245816
Remote Similarity	0.693	NPC476138
Remote Similarity	0.6927	NPC174672
Remote Similarity	0.6923	NPC471593
Remote Similarity	0.6916	NPC470018
Remote Similarity	0.6912	NPC219963
Remote Similarity	0.6905	NPC329541
Remote Similarity	0.6904	NPC118511
Remote Similarity	0.6891	NPC26872
Remote Similarity	0.6886	NPC74575
Remote Similarity	0.688	NPC471614
Remote Similarity	0.6878	NPC476287
Remote Similarity	0.6875	NPC193267
Remote Similarity	0.6875	NPC17565
Remote Similarity	0.6875	NPC213530
Remote Similarity	0.6869	NPC19872
Remote Similarity	0.6863	NPC222592
Remote Similarity	0.6863	NPC168486
Remote Similarity	0.6858	NPC216612
Remote Similarity	0.6852	NPC469440
Remote Similarity	0.685	NPC473764
Remote Similarity	0.685	NPC314940
Remote Similarity	0.684	NPC13880
Remote Similarity	0.6837	NPC232727
Remote Similarity	0.6833	NPC48353
Remote Similarity	0.6833	NPC26679
Remote Similarity	0.6829	NPC161887
Remote Similarity	0.6829	NPC266551
Remote Similarity	0.6829	NPC206201
Remote Similarity	0.6826	NPC24019
Remote Similarity	0.6818	NPC123976
Remote Similarity	0.6818	NPC11464
Remote Similarity	0.6818	NPC167860
Remote Similarity	0.6814	NPC310118
Remote Similarity	0.6804	NPC287208
Remote Similarity	0.6802	NPC478074
Remote Similarity	0.6798	NPC288943
Remote Similarity	0.6789	NPC304183
Remote Similarity	0.6782	NPC111624
Remote Similarity	0.6779	NPC204385
Remote Similarity	0.6777	NPC99666
Remote Similarity	0.6773	NPC174758
Remote Similarity	0.6773	NPC201697
Remote Similarity	0.6773	NPC185782
Remote Similarity	0.6767	NPC49547
Remote Similarity	0.6761	NPC194967
Remote Similarity	0.6758	NPC193777
Remote Similarity	0.6754	NPC65277
Remote Similarity	0.6753	NPC278525
Remote Similarity	0.6753	NPC469792
Remote Similarity	0.6752	NPC295228
Remote Similarity	0.6743	NPC164374
Remote Similarity	0.6743	NPC137929
Remote Similarity	0.6741	NPC170114
Remote Similarity	0.6741	NPC470799
Remote Similarity	0.6741	NPC8022
Remote Similarity	0.6739	NPC110151
Remote Similarity	0.6738	NPC22481
Remote Similarity	0.6734	NPC97367
Remote Similarity	0.6734	NPC473057
Remote Similarity	0.6733	NPC252590
Remote Similarity	0.6731	NPC314002
Remote Similarity	0.6727	NPC470931
Remote Similarity	0.6715	NPC176127
Remote Similarity	0.671	NPC246381
Remote Similarity	0.671	NPC476997
Remote Similarity	0.6709	NPC119134
Remote Similarity	0.6697	NPC223427
Remote Similarity	0.6697	NPC162484
Remote Similarity	0.6696	NPC470549
Remote Similarity	0.6695	NPC233334
Remote Similarity	0.6683	NPC204717
Remote Similarity	0.6681	NPC476998
Remote Similarity	0.6681	NPC72905
Remote Similarity	0.6681	NPC470017
Remote Similarity	0.6681	NPC108342
Remote Similarity	0.6681	NPC476996
Remote Similarity	0.6667	NPC5145
Remote Similarity	0.6667	NPC475070
Remote Similarity	0.6653	NPC15406
Remote Similarity	0.6653	NPC470022
Remote Similarity	0.6653	NPC142385
Remote Similarity	0.6653	NPC189903
Remote Similarity	0.6653	NPC182907
Remote Similarity	0.6652	NPC476465
Remote Similarity	0.6652	NPC18348
Remote Similarity	0.6652	NPC300114
Remote Similarity	0.6652	NPC477111
Remote Similarity	0.6651	NPC77555
Remote Similarity	0.6651	NPC42591
Remote Similarity	0.6651	NPC20249
Remote Similarity	0.6649	NPC471312
Remote Similarity	0.6639	NPC210296
Remote Similarity	0.6638	NPC90875
Remote Similarity	0.6638	NPC476994
Remote Similarity	0.6636	NPC121772
Remote Similarity	0.6636	NPC11017
Remote Similarity	0.6636	NPC329793
Remote Similarity	0.6635	NPC220765
Remote Similarity	0.6634	NPC203754
Remote Similarity	0.6634	NPC150048
Remote Similarity	0.6626	NPC56271
Remote Similarity	0.6625	NPC208522
Remote Similarity	0.6624	NPC469554
Remote Similarity	0.6624	NPC166722
Remote Similarity	0.6624	NPC11408
Remote Similarity	0.6623	NPC214980
Remote Similarity	0.6622	NPC469589
Remote Similarity	0.662	NPC72211

Drug Structure

NPD2739 OpenBabel08211702552D 25 27 0 0 0 0 0 0 0 0999 V2000 2.5981 -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 -4.3301 -2.5000 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 -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 -0.0000 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 -5.1962 -1.0000 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 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 -2.5981 -1.5000 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 2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -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 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 12 1 0 0 0 0 4 17 2 0 0 0 0 5 6 2 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 8 1 0 0 0 0 7 13 2 0 0 0 0 8 21 2 0 0 0 0 9 12 2 0 0 0 0 9 21 1 0 0 0 0 10 14 1 0 0 0 0 10 24 1 0 0 0 0 11 22 2 3 0 0 0 11 23 1 0 0 0 0 12 13 1 0 0 0 0 13 17 1 0 0 0 0 14 15 2 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 18 2 0 0 0 0 16 22 1 0 0 0 0 17 24 1 0 0 0 0 18 20 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005643
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	360.04
ALogP	1.2744
MLogP	2.78
XLogP	4.288
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	54.71
RO5 Violation	0