NPASS drugs

Drug Information

Drug ID:	NPD4305
Drug Name:
Molecular Formula:	C21H14ClNO3
Canonical SMILES:	Clc1ccc2c(c1)nc(c(c2O)c1cccc(c1)Oc1ccccc1)O
Standard InCHI:	InChI=1S/C21H14ClNO3/c22-14-9-10-17-18(12-14)23-21(25)19(20(17)24)13-5-4-8-16(11-13)26-15-6-2-1-3-7-15/h1-12H,(H2,23,24,25)
Standard InCHIKey:	FLVRDMUHUXVRET-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4305

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	523
0.1-0.2	2571
0.2-0.3	10169
0.3-0.4	2523
0.4-0.5	10761
0.5-0.6	3471
0.6-0.7	765
0.7-0.8	97
0.8-0.85	10
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	0.8324	NPC288943
Intermediate Similarity	0.8316	NPC66083
Intermediate Similarity	0.828	NPC283152
Intermediate Similarity	0.8158	NPC62069
Intermediate Similarity	0.8073	NPC61350
Intermediate Similarity	0.8051	NPC141915
Intermediate Similarity	0.8051	NPC114335
Intermediate Similarity	0.8051	NPC280964
Intermediate Similarity	0.801	NPC469440
Intermediate Similarity	0.8	NPC469390
Intermediate Similarity	0.7927	NPC42591
Intermediate Similarity	0.7882	NPC137929
Intermediate Similarity	0.7882	NPC164374
Intermediate Similarity	0.7828	NPC79293
Intermediate Similarity	0.7828	NPC279401
Intermediate Similarity	0.7772	NPC26850
Intermediate Similarity	0.7767	NPC470931
Intermediate Similarity	0.7721	NPC473449
Intermediate Similarity	0.761	NPC66815
Intermediate Similarity	0.7524	NPC475085
Intermediate Similarity	0.7524	NPC475112
Intermediate Similarity	0.7524	NPC291535
Intermediate Similarity	0.7523	NPC473822
Intermediate Similarity	0.7514	NPC26872
Intermediate Similarity	0.7513	NPC312872
Intermediate Similarity	0.75	NPC472111
Intermediate Similarity	0.75	NPC304183
Intermediate Similarity	0.7488	NPC223427
Intermediate Similarity	0.7451	NPC224928
Intermediate Similarity	0.7427	NPC11017
Intermediate Similarity	0.7402	NPC473053
Intermediate Similarity	0.7387	NPC201508
Intermediate Similarity	0.7373	NPC469439
Intermediate Similarity	0.7371	NPC48353
Intermediate Similarity	0.7366	NPC243834
Intermediate Similarity	0.7366	NPC70956
Intermediate Similarity	0.7364	NPC200888
Intermediate Similarity	0.735	NPC204385
Intermediate Similarity	0.7327	NPC148409
Intermediate Similarity	0.7323	NPC206201
Intermediate Similarity	0.7308	NPC60553
Intermediate Similarity	0.7308	NPC267423
Intermediate Similarity	0.7304	NPC289786
Intermediate Similarity	0.7297	NPC476997
Intermediate Similarity	0.7294	NPC174049
Intermediate Similarity	0.729	NPC203168
Intermediate Similarity	0.7277	NPC177404
Intermediate Similarity	0.7277	NPC219664
Intermediate Similarity	0.7273	NPC135887
Intermediate Similarity	0.7273	NPC199277
Intermediate Similarity	0.7273	NPC478032
Intermediate Similarity	0.7265	NPC476996
Intermediate Similarity	0.7265	NPC476998
Intermediate Similarity	0.7251	NPC476106
Intermediate Similarity	0.7246	NPC72211
Intermediate Similarity	0.7244	NPC255800
Intermediate Similarity	0.7244	NPC96584
Intermediate Similarity	0.724	NPC118511
Intermediate Similarity	0.7238	NPC162484
Intermediate Similarity	0.7233	NPC70259
Intermediate Similarity	0.723	NPC209769
Intermediate Similarity	0.7227	NPC122463
Intermediate Similarity	0.722	NPC476994
Intermediate Similarity	0.7217	NPC193777
Intermediate Similarity	0.7209	NPC112206
Intermediate Similarity	0.7209	NPC202605
Intermediate Similarity	0.7204	NPC329708
Intermediate Similarity	0.7204	NPC47059
Intermediate Similarity	0.7204	NPC165349
Intermediate Similarity	0.7204	NPC264166
Intermediate Similarity	0.7204	NPC274291
Intermediate Similarity	0.7204	NPC118832
Intermediate Similarity	0.7184	NPC205934
Intermediate Similarity	0.7184	NPC43787
Intermediate Similarity	0.7182	NPC477532
Intermediate Similarity	0.7169	NPC473179
Intermediate Similarity	0.7169	NPC193267
Intermediate Similarity	0.7169	NPC213530
Intermediate Similarity	0.7164	NPC320394
Intermediate Similarity	0.7162	NPC97746
Intermediate Similarity	0.715	NPC201697
Intermediate Similarity	0.7143	NPC252251
Intermediate Similarity	0.7129	NPC128823
Intermediate Similarity	0.7129	NPC280714
Intermediate Similarity	0.7111	NPC209174
Intermediate Similarity	0.7107	NPC474409
Intermediate Similarity	0.7101	NPC131017
Intermediate Similarity	0.708	NPC477531
Intermediate Similarity	0.7073	NPC471593
Intermediate Similarity	0.7062	NPC476044
Intermediate Similarity	0.7059	NPC161292
Intermediate Similarity	0.7056	NPC474595
Intermediate Similarity	0.705	NPC88363
Intermediate Similarity	0.7042	NPC36229
Intermediate Similarity	0.7042	NPC476581
Intermediate Similarity	0.7042	NPC16452
Intermediate Similarity	0.7042	NPC285558
Intermediate Similarity	0.703	NPC176127
Intermediate Similarity	0.7024	NPC110741
Intermediate Similarity	0.7018	NPC474594
Intermediate Similarity	0.7014	NPC234197
Intermediate Similarity	0.7011	NPC280853
Intermediate Similarity	0.7009	NPC475841
Intermediate Similarity	0.7009	NPC474145
Intermediate Similarity	0.7005	NPC195268
Intermediate Similarity	0.7005	NPC133140
Intermediate Similarity	0.7	NPC476995
Remote Similarity	0.6996	NPC118121
Remote Similarity	0.6995	NPC475774
Remote Similarity	0.6995	NPC84478
Remote Similarity	0.6991	NPC469589
Remote Similarity	0.6987	NPC277351
Remote Similarity	0.6973	NPC285016
Remote Similarity	0.6973	NPC245657
Remote Similarity	0.6971	NPC475190
Remote Similarity	0.6968	NPC204446
Remote Similarity	0.6967	NPC4071
Remote Similarity	0.6967	NPC476582
Remote Similarity	0.6967	NPC476578
Remote Similarity	0.6963	NPC470930
Remote Similarity	0.6961	NPC94943
Remote Similarity	0.6959	NPC290689
Remote Similarity	0.6957	NPC471596
Remote Similarity	0.6955	NPC470799
Remote Similarity	0.6955	NPC8022
Remote Similarity	0.6952	NPC474188
Remote Similarity	0.6947	NPC473185
Remote Similarity	0.6946	NPC212535
Remote Similarity	0.6946	NPC133306
Remote Similarity	0.6944	NPC475910
Remote Similarity	0.6942	NPC242928
Remote Similarity	0.6937	NPC298436
Remote Similarity	0.6934	NPC329747
Remote Similarity	0.6927	NPC194040
Remote Similarity	0.692	NPC280272
Remote Similarity	0.6912	NPC190007
Remote Similarity	0.6911	NPC153769
Remote Similarity	0.6909	NPC16066
Remote Similarity	0.6906	NPC132642
Remote Similarity	0.6905	NPC251090
Remote Similarity	0.6901	NPC470586
Remote Similarity	0.6901	NPC31930
Remote Similarity	0.6898	NPC193238
Remote Similarity	0.6897	NPC474798
Remote Similarity	0.6892	NPC469594
Remote Similarity	0.6881	NPC470020
Remote Similarity	0.6881	NPC167860
Remote Similarity	0.6881	NPC269367
Remote Similarity	0.6881	NPC72980
Remote Similarity	0.6881	NPC123976
Remote Similarity	0.6872	NPC153042
Remote Similarity	0.6869	NPC44161
Remote Similarity	0.6864	NPC471080
Remote Similarity	0.6864	NPC478074
Remote Similarity	0.6864	NPC469592
Remote Similarity	0.6862	NPC471598
Remote Similarity	0.686	NPC128751
Remote Similarity	0.686	NPC246700
Remote Similarity	0.6856	NPC476999
Remote Similarity	0.6856	NPC300114
Remote Similarity	0.6854	NPC329793
Remote Similarity	0.6854	NPC249040
Remote Similarity	0.6847	NPC168486
Remote Similarity	0.6847	NPC222592
Remote Similarity	0.6845	NPC314573
Remote Similarity	0.6833	NPC235076
Remote Similarity	0.683	NPC477533
Remote Similarity	0.6827	NPC106833
Remote Similarity	0.6827	NPC469497
Remote Similarity	0.6824	NPC11408
Remote Similarity	0.6818	NPC296482
Remote Similarity	0.6818	NPC94157
Remote Similarity	0.6818	NPC96405
Remote Similarity	0.6818	NPC108469
Remote Similarity	0.6818	NPC202768
Remote Similarity	0.6818	NPC171409
Remote Similarity	0.6818	NPC53069
Remote Similarity	0.6814	NPC118776
Remote Similarity	0.6814	NPC205372
Remote Similarity	0.6814	NPC144114
Remote Similarity	0.6812	NPC469792
Remote Similarity	0.681	NPC307963
Remote Similarity	0.6808	NPC287437
Remote Similarity	0.6804	NPC199667
Remote Similarity	0.6804	NPC188420
Remote Similarity	0.6802	NPC159319
Remote Similarity	0.6797	NPC473182
Remote Similarity	0.6787	NPC266931
Remote Similarity	0.6782	NPC56618
Remote Similarity	0.678	NPC188400
Remote Similarity	0.6776	NPC176538
Remote Similarity	0.6776	NPC477019
Remote Similarity	0.6774	NPC471594
Remote Similarity	0.6773	NPC87413
Remote Similarity	0.6773	NPC208284
Remote Similarity	0.6766	NPC99891
Remote Similarity	0.6766	NPC217554
Remote Similarity	0.6762	NPC99666
Remote Similarity	0.6758	NPC185782
Remote Similarity	0.6758	NPC473181

Drug Structure

NPD4305 OpenBabel08211705262D 28 31 0 0 0 0 0 0 0 0999 V2000 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 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 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -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 -1.7321 -2.0000 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -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 -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 0.0000 -2.0000 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 -3.4641 0.0000 0.0000 Cl 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 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 13 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 17 1 0 0 0 0 11 13 2 0 0 0 0 11 16 1 0 0 0 0 12 14 2 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 14 22 1 0 0 0 0 15 26 1 0 0 0 0 16 26 1 0 0 0 0 17 18 2 0 0 0 0 17 20 1 0 0 0 0 18 23 1 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 20 24 1 0 0 0 0 21 23 2 0 0 0 0 21 25 1 0 0 0 0 24 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC012602
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	54682505
ChEBI
CAS Number

Drug Properties

Molecular Weight	363.07
ALogP	-0.3304
MLogP	3.22
XLogP	5.761
HDA	1
HBD	2
Rotatable Bonds	6
TPSA	62.58
RO5 Violation	1