NPASS drugs

Drug Information

Drug ID:	NPD1503
Drug Name:
Molecular Formula:	C15H10ClNO2
Canonical SMILES:	Clc1ccc2c(c1)nc(c(c2O)c1ccccc1)O
Standard InCHI:	InChI=1S/C15H10ClNO2/c16-10-6-7-11-12(8-10)17-15(19)13(14(11)18)9-4-2-1-3-5-9/h1-8H,(H2,17,18,19)
Standard InCHIKey:	RDXQSWLUXKUQSI-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1503

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	404
0.1-0.2	3000
0.2-0.3	9836
0.3-0.4	7137
0.4-0.5	7717
0.5-0.6	1918
0.6-0.7	773
0.7-0.8	102
0.8-0.85	3
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	0.8266	NPC288943
Intermediate Similarity	0.825	NPC60553
Intermediate Similarity	0.8114	NPC283152
Intermediate Similarity	0.7901	NPC280853
Intermediate Similarity	0.7889	NPC62069
Intermediate Similarity	0.7857	NPC66083
Intermediate Similarity	0.7853	NPC245657
Intermediate Similarity	0.7853	NPC285016
Intermediate Similarity	0.7841	NPC474409
Intermediate Similarity	0.784	NPC471596
Intermediate Similarity	0.7778	NPC26850
Intermediate Similarity	0.7747	NPC42591
Intermediate Similarity	0.7722	NPC478032
Intermediate Similarity	0.7711	NPC471598
Intermediate Similarity	0.767	NPC44161
Intermediate Similarity	0.7622	NPC471594
Intermediate Similarity	0.7619	NPC161292
Intermediate Similarity	0.7602	NPC26872
Intermediate Similarity	0.7582	NPC144114
Intermediate Similarity	0.7542	NPC208060
Intermediate Similarity	0.7541	NPC212535
Intermediate Similarity	0.75	NPC303225
Intermediate Similarity	0.75	NPC190007
Intermediate Similarity	0.75	NPC159319
Intermediate Similarity	0.75	NPC473057
Intermediate Similarity	0.7473	NPC72980
Intermediate Similarity	0.7473	NPC88363
Intermediate Similarity	0.7459	NPC94943
Intermediate Similarity	0.7443	NPC315214
Intermediate Similarity	0.7443	NPC47298
Intermediate Similarity	0.7442	NPC153769
Intermediate Similarity	0.7419	NPC314573
Intermediate Similarity	0.7407	NPC141915
Intermediate Similarity	0.7407	NPC114335
Intermediate Similarity	0.7407	NPC280964
Intermediate Similarity	0.7401	NPC32028
Intermediate Similarity	0.7391	NPC477891
Intermediate Similarity	0.7351	NPC133306
Intermediate Similarity	0.7345	NPC177404
Intermediate Similarity	0.7345	NPC224632
Intermediate Similarity	0.7344	NPC474188
Intermediate Similarity	0.7333	NPC126481
Intermediate Similarity	0.7326	NPC288445
Intermediate Similarity	0.7312	NPC320394
Intermediate Similarity	0.7303	NPC97367
Intermediate Similarity	0.7299	NPC36168
Intermediate Similarity	0.7278	NPC278874
Intermediate Similarity	0.7277	NPC279401
Intermediate Similarity	0.7277	NPC79293
Intermediate Similarity	0.7238	NPC473764
Intermediate Similarity	0.7238	NPC314940
Intermediate Similarity	0.7234	NPC194040
Intermediate Similarity	0.7234	NPC61350
Intermediate Similarity	0.7232	NPC84508
Intermediate Similarity	0.7222	NPC304183
Intermediate Similarity	0.7213	NPC312872
Intermediate Similarity	0.7198	NPC476686
Intermediate Similarity	0.7198	NPC476688
Intermediate Similarity	0.7198	NPC105758
Intermediate Similarity	0.7196	NPC46580
Intermediate Similarity	0.7173	NPC469390
Intermediate Similarity	0.7167	NPC471178
Intermediate Similarity	0.7165	NPC243834
Intermediate Similarity	0.7165	NPC70956
Intermediate Similarity	0.7165	NPC153042
Intermediate Similarity	0.7158	NPC259545
Intermediate Similarity	0.7158	NPC471294
Intermediate Similarity	0.7158	NPC128751
Intermediate Similarity	0.7158	NPC246700
Intermediate Similarity	0.7151	NPC79911
Intermediate Similarity	0.7135	NPC324149
Intermediate Similarity	0.7127	NPC108469
Intermediate Similarity	0.7121	NPC200836
Intermediate Similarity	0.7121	NPC53144
Intermediate Similarity	0.712	NPC469497
Intermediate Similarity	0.712	NPC106833
Intermediate Similarity	0.7119	NPC477889
Intermediate Similarity	0.7119	NPC141353
Intermediate Similarity	0.7095	NPC120798
Intermediate Similarity	0.7071	NPC291535
Intermediate Similarity	0.7071	NPC475085
Intermediate Similarity	0.7071	NPC475112
Intermediate Similarity	0.7065	NPC470931
Intermediate Similarity	0.7056	NPC471177
Intermediate Similarity	0.7056	NPC59779
Intermediate Similarity	0.7056	NPC124542
Intermediate Similarity	0.7056	NPC249040
Intermediate Similarity	0.7053	NPC204385
Intermediate Similarity	0.7049	NPC164664
Intermediate Similarity	0.7047	NPC99666
Intermediate Similarity	0.7043	NPC96890
Intermediate Similarity	0.7035	NPC477890
Intermediate Similarity	0.7035	NPC223427
Intermediate Similarity	0.7031	NPC471593
Intermediate Similarity	0.7021	NPC206201
Intermediate Similarity	0.7021	NPC314394
Intermediate Similarity	0.7017	NPC118511
Intermediate Similarity	0.7016	NPC206186
Intermediate Similarity	0.7011	NPC252590
Intermediate Similarity	0.701	NPC329541
Intermediate Similarity	0.7005	NPC232340
Intermediate Similarity	0.7005	NPC280714
Intermediate Similarity	0.7	NPC137929
Intermediate Similarity	0.7	NPC164374
Intermediate Similarity	0.7	NPC314002
Remote Similarity	0.6985	NPC211813
Remote Similarity	0.6985	NPC135887
Remote Similarity	0.6985	NPC199277
Remote Similarity	0.6985	NPC66815
Remote Similarity	0.6984	NPC220765
Remote Similarity	0.6981	NPC54102
Remote Similarity	0.6981	NPC162689
Remote Similarity	0.6974	NPC276517
Remote Similarity	0.6963	NPC300114
Remote Similarity	0.6954	NPC306376
Remote Similarity	0.6954	NPC192315
Remote Similarity	0.695	NPC469440
Remote Similarity	0.6947	NPC204717
Remote Similarity	0.6943	NPC144381
Remote Similarity	0.6939	NPC472193
Remote Similarity	0.6939	NPC242209
Remote Similarity	0.6927	NPC254762
Remote Similarity	0.6919	NPC158129
Remote Similarity	0.6919	NPC476167
Remote Similarity	0.6915	NPC470500
Remote Similarity	0.6915	NPC475070
Remote Similarity	0.6912	NPC5145
Remote Similarity	0.6912	NPC85273
Remote Similarity	0.6906	NPC25899
Remote Similarity	0.6904	NPC224928
Remote Similarity	0.6904	NPC77555
Remote Similarity	0.6887	NPC473449
Remote Similarity	0.6881	NPC476106
Remote Similarity	0.6878	NPC222592
Remote Similarity	0.6878	NPC168486
Remote Similarity	0.6875	NPC171171
Remote Similarity	0.6868	NPC48192
Remote Similarity	0.6862	NPC184964
Remote Similarity	0.686	NPC237740
Remote Similarity	0.6859	NPC84478
Remote Similarity	0.6847	NPC193777
Remote Similarity	0.6845	NPC95898
Remote Similarity	0.6839	NPC470404
Remote Similarity	0.6839	NPC470394
Remote Similarity	0.6839	NPC470403
Remote Similarity	0.6834	NPC128823
Remote Similarity	0.6814	NPC39679
Remote Similarity	0.6814	NPC477111
Remote Similarity	0.6814	NPC86834
Remote Similarity	0.6814	NPC210828
Remote Similarity	0.6813	NPC322644
Remote Similarity	0.6813	NPC131718
Remote Similarity	0.681	NPC148409
Remote Similarity	0.681	NPC193267
Remote Similarity	0.681	NPC213530
Remote Similarity	0.6809	NPC203754
Remote Similarity	0.6809	NPC150048
Remote Similarity	0.6804	NPC183805
Remote Similarity	0.6804	NPC230805
Remote Similarity	0.6802	NPC205934
Remote Similarity	0.6802	NPC131017
Remote Similarity	0.6802	NPC43787
Remote Similarity	0.68	NPC11017
Remote Similarity	0.6798	NPC475841
Remote Similarity	0.6798	NPC477113
Remote Similarity	0.6798	NPC474145
Remote Similarity	0.6798	NPC472111
Remote Similarity	0.6784	NPC72211
Remote Similarity	0.6782	NPC476098
Remote Similarity	0.678	NPC469589
Remote Similarity	0.678	NPC476116
Remote Similarity	0.6776	NPC200888
Remote Similarity	0.6772	NPC293472
Remote Similarity	0.6768	NPC70259
Remote Similarity	0.6763	NPC112206
Remote Similarity	0.6763	NPC294620
Remote Similarity	0.6763	NPC48353
Remote Similarity	0.6763	NPC202605
Remote Similarity	0.6761	NPC470395
Remote Similarity	0.6754	NPC192270
Remote Similarity	0.6751	NPC230403
Remote Similarity	0.675	NPC148140
Remote Similarity	0.675	NPC476175
Remote Similarity	0.6748	NPC303951
Remote Similarity	0.6746	NPC3207
Remote Similarity	0.6746	NPC477110
Remote Similarity	0.6746	NPC330009
Remote Similarity	0.6746	NPC183407
Remote Similarity	0.6739	NPC102423
Remote Similarity	0.6734	NPC90229
Remote Similarity	0.6732	NPC18348
Remote Similarity	0.6732	NPC475910
Remote Similarity	0.6727	NPC177056
Remote Similarity	0.6727	NPC122718
Remote Similarity	0.672	NPC288785
Remote Similarity	0.672	NPC134586
Remote Similarity	0.6719	NPC176127
Remote Similarity	0.6718	NPC242928
Remote Similarity	0.6717	NPC326634
Remote Similarity	0.6716	NPC329747

Drug Structure

NPD1503 OpenBabel08211701082D 21 23 0 0 0 0 0 0 0 0999 V2000 3.4641 -3.0000 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 3.4641 -2.0000 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 2.5981 -1.5000 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 -1.7321 -2.0000 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 -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 -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 -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 4 1 0 0 0 0 3 5 2 0 0 0 0 4 9 2 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 10 2 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 10 16 1 0 0 0 0 11 12 2 0 0 0 0 11 14 1 0 0 0 0 12 17 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 18 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC012257
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	54697468
ChEBI
CAS Number

Drug Properties

Molecular Weight	271.04
ALogP	-0.1763
MLogP	2.67
XLogP	4.506
HDA	1
HBD	2
Rotatable Bonds	4
TPSA	53.35
RO5 Violation	0