NPASS drugs

Drug Information

Drug ID:	NPD5497
Drug Name:
Molecular Formula:	C23H23ClN2O3
Canonical SMILES:	C/C=C/1C2C=C(CC1(N/C=C1/C=C(Cl)C=C(C1=O)OC)c1c(C2)nc(cc1)O)C
Standard InCHI:	InChI=1S/C23H23ClN2O3/c1-4-17-14-7-13(2)11-23(17,18-5-6-21(27)26-19(18)9-14)25-12-15-8-16(24)10-20(29-3)22(15)28/h4-8,10,12,14,25H,9,11H2,1-3H3,(H,26,27)/b15-12-,17-4+
Standard InCHIKey:	GYTJFKCCTYZWGL-WQOXWKGMSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5497

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	244
0.1-0.2	1378
0.2-0.3	7099
0.3-0.4	6439
0.4-0.5	11767
0.5-0.6	2498
0.6-0.7	1413
0.7-0.8	41
0.8-0.85	8
0.85-0.9	3
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
High Similarity	0.8667	NPC232340
High Similarity	0.8652	NPC259545
High Similarity	0.861	NPC45850
Intermediate Similarity	0.8362	NPC315214
Intermediate Similarity	0.8362	NPC47298
Intermediate Similarity	0.8324	NPC133306
Intermediate Similarity	0.8315	NPC32028
Intermediate Similarity	0.8298	NPC183805
Intermediate Similarity	0.8242	NPC471294
Intermediate Similarity	0.8232	NPC126481
Intermediate Similarity	0.8212	NPC159319
Intermediate Similarity	0.7411	NPC206186
Intermediate Similarity	0.7366	NPC84508
Intermediate Similarity	0.7268	NPC249040
Intermediate Similarity	0.7249	NPC473057
Intermediate Similarity	0.7243	NPC469727
Intermediate Similarity	0.7206	NPC473814
Intermediate Similarity	0.7206	NPC78767
Intermediate Similarity	0.7196	NPC330009
Intermediate Similarity	0.7196	NPC469928
Intermediate Similarity	0.7193	NPC208522
Intermediate Similarity	0.7158	NPC161292
Intermediate Similarity	0.7143	NPC53344
Intermediate Similarity	0.7123	NPC471304
Intermediate Similarity	0.7123	NPC470020
Intermediate Similarity	0.7122	NPC74153
Intermediate Similarity	0.712	NPC471178
Intermediate Similarity	0.7109	NPC475910
Intermediate Similarity	0.7108	NPC93390
Intermediate Similarity	0.7089	NPC220337
Intermediate Similarity	0.7056	NPC72980
Intermediate Similarity	0.7056	NPC219087
Intermediate Similarity	0.7054	NPC49547
Intermediate Similarity	0.705	NPC314002
Intermediate Similarity	0.7033	NPC60553
Intermediate Similarity	0.703	NPC128751
Intermediate Similarity	0.7028	NPC477111
Intermediate Similarity	0.7023	NPC478074
Intermediate Similarity	0.7019	NPC329793
Intermediate Similarity	0.7019	NPC329747
Intermediate Similarity	0.7015	NPC171171
Intermediate Similarity	0.7015	NPC194040
Intermediate Similarity	0.7014	NPC472064
Intermediate Similarity	0.701	NPC141915
Intermediate Similarity	0.701	NPC114335
Intermediate Similarity	0.701	NPC99666
Intermediate Similarity	0.701	NPC47190
Intermediate Similarity	0.701	NPC280964
Intermediate Similarity	0.7005	NPC153769
Intermediate Similarity	0.7	NPC320394
Intermediate Similarity	0.7	NPC476098
Intermediate Similarity	0.7	NPC204717
Remote Similarity	0.6995	NPC476116
Remote Similarity	0.6995	NPC3715
Remote Similarity	0.6995	NPC469497
Remote Similarity	0.6995	NPC106833
Remote Similarity	0.6991	NPC237740
Remote Similarity	0.699	NPC139763
Remote Similarity	0.699	NPC303225
Remote Similarity	0.6986	NPC472099
Remote Similarity	0.6981	NPC270918
Remote Similarity	0.698	NPC46580
Remote Similarity	0.6976	NPC473821
Remote Similarity	0.6968	NPC322482
Remote Similarity	0.6967	NPC475070
Remote Similarity	0.6963	NPC309845
Remote Similarity	0.6959	NPC477110
Remote Similarity	0.6957	NPC156704
Remote Similarity	0.6952	NPC472062
Remote Similarity	0.6952	NPC472069
Remote Similarity	0.6952	NPC472063
Remote Similarity	0.6951	NPC74575
Remote Similarity	0.695	NPC220765
Remote Similarity	0.695	NPC19679
Remote Similarity	0.6946	NPC246700
Remote Similarity	0.6943	NPC41501
Remote Similarity	0.6935	NPC471997
Remote Similarity	0.6934	NPC477113
Remote Similarity	0.693	NPC9894
Remote Similarity	0.6927	NPC471177
Remote Similarity	0.6927	NPC124542
Remote Similarity	0.6927	NPC59779
Remote Similarity	0.6923	NPC280272
Remote Similarity	0.6919	NPC223427
Remote Similarity	0.6919	NPC283152
Remote Similarity	0.6912	NPC472112
Remote Similarity	0.6912	NPC95783
Remote Similarity	0.6907	NPC108469
Remote Similarity	0.6906	NPC470018
Remote Similarity	0.6893	NPC289786
Remote Similarity	0.6893	NPC307963
Remote Similarity	0.6891	NPC97367
Remote Similarity	0.6886	NPC477549
Remote Similarity	0.6885	NPC245657
Remote Similarity	0.6884	NPC67659
Remote Similarity	0.6884	NPC88363
Remote Similarity	0.6881	NPC322064
Remote Similarity	0.6881	NPC94943
Remote Similarity	0.6881	NPC183407
Remote Similarity	0.6878	NPC114974
Remote Similarity	0.6875	NPC70956
Remote Similarity	0.6875	NPC478078
Remote Similarity	0.6875	NPC77555
Remote Similarity	0.6875	NPC243834
Remote Similarity	0.6872	NPC295898
Remote Similarity	0.6872	NPC328596
Remote Similarity	0.6872	NPC328318
Remote Similarity	0.6872	NPC211813
Remote Similarity	0.6869	NPC258062
Remote Similarity	0.6866	NPC151781
Remote Similarity	0.6866	NPC74562
Remote Similarity	0.6866	NPC316181
Remote Similarity	0.6864	NPC193267
Remote Similarity	0.6864	NPC213530
Remote Similarity	0.6863	NPC32771
Remote Similarity	0.6861	NPC473449
Remote Similarity	0.686	NPC276517
Remote Similarity	0.6854	NPC472065
Remote Similarity	0.6854	NPC317373
Remote Similarity	0.6852	NPC208284
Remote Similarity	0.6845	NPC324149
Remote Similarity	0.6842	NPC306376
Remote Similarity	0.684	NPC53144
Remote Similarity	0.6833	NPC128115
Remote Similarity	0.6832	NPC190007
Remote Similarity	0.6831	NPC280853
Remote Similarity	0.6827	NPC251090
Remote Similarity	0.6822	NPC88008
Remote Similarity	0.6822	NPC183777
Remote Similarity	0.6822	NPC225821
Remote Similarity	0.682	NPC110182
Remote Similarity	0.682	NPC87856
Remote Similarity	0.6818	NPC96321
Remote Similarity	0.6818	NPC473041
Remote Similarity	0.681	NPC284338
Remote Similarity	0.681	NPC280714
Remote Similarity	0.681	NPC74413
Remote Similarity	0.6808	NPC327592
Remote Similarity	0.6808	NPC285558
Remote Similarity	0.6806	NPC5145
Remote Similarity	0.6804	NPC148183
Remote Similarity	0.6804	NPC132211
Remote Similarity	0.6804	NPC152768
Remote Similarity	0.6802	NPC158129
Remote Similarity	0.6798	NPC323198
Remote Similarity	0.6795	NPC469734
Remote Similarity	0.6794	NPC153042
Remote Similarity	0.6794	NPC227582
Remote Similarity	0.6793	NPC285016
Remote Similarity	0.6792	NPC260900
Remote Similarity	0.6791	NPC39679
Remote Similarity	0.6791	NPC18348
Remote Similarity	0.6791	NPC470931
Remote Similarity	0.6791	NPC171787
Remote Similarity	0.6789	NPC469592
Remote Similarity	0.6789	NPC471080
Remote Similarity	0.6784	NPC84347
Remote Similarity	0.6784	NPC316065
Remote Similarity	0.6784	NPC477112
Remote Similarity	0.6784	NPC289905
Remote Similarity	0.6784	NPC288943
Remote Similarity	0.6782	NPC212535
Remote Similarity	0.6782	NPC176127
Remote Similarity	0.6782	NPC472110
Remote Similarity	0.6782	NPC472109
Remote Similarity	0.6777	NPC315491
Remote Similarity	0.6777	NPC45459
Remote Similarity	0.6777	NPC213308
Remote Similarity	0.6776	NPC474145
Remote Similarity	0.6776	NPC472111
Remote Similarity	0.6776	NPC475841
Remote Similarity	0.6776	NPC175602
Remote Similarity	0.6776	NPC471596
Remote Similarity	0.6774	NPC23294
Remote Similarity	0.6774	NPC471598
Remote Similarity	0.6773	NPC27041
Remote Similarity	0.6771	NPC210434
Remote Similarity	0.6771	NPC216612
Remote Similarity	0.6771	NPC220851
Remote Similarity	0.6768	NPC474409
Remote Similarity	0.6766	NPC478032
Remote Similarity	0.6765	NPC118084
Remote Similarity	0.6763	NPC56170
Remote Similarity	0.6763	NPC195268
Remote Similarity	0.6763	NPC472113
Remote Similarity	0.6763	NPC133140
Remote Similarity	0.6762	NPC212213
Remote Similarity	0.6761	NPC98715
Remote Similarity	0.6761	NPC317572
Remote Similarity	0.6761	NPC200836
Remote Similarity	0.6759	NPC61038
Remote Similarity	0.6759	NPC271862
Remote Similarity	0.6757	NPC276657
Remote Similarity	0.6754	NPC207686
Remote Similarity	0.6753	NPC177404
Remote Similarity	0.6753	NPC41679
Remote Similarity	0.675	NPC184964
Remote Similarity	0.6749	NPC258480
Remote Similarity	0.6749	NPC84478
Remote Similarity	0.6749	NPC132385

Drug Structure

NPD5497 OpenBabel08211708292D 31 34 0 0 1 0 0 0 0 0999 V2000 -0.3671 -1.4776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6329 1.9865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4405 0.4697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6329 -1.4776 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8227 1.5141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2569 2.1510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6329 0.2545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8135 1.4090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3601 0.1251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8135 1.4090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1329 1.1205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6270 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1329 1.1205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1329 -0.6115 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8135 0.4697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.8787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1329 -0.6115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1572 0.8196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9258 0.7620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8135 0.4697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0256 2.0933 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 0.6329 0.2545 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 2.8180 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.4405 0.4697 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3601 1.3989 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5889 2.9196 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9393 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6270 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4405 1.4090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1550 3.8206 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 13 1 0 0 0 0 3 29 1 0 0 0 0 4 17 2 0 0 0 0 5 6 2 0 0 0 0 5 18 1 0 0 0 0 6 21 1 0 0 0 0 7 13 2 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 8 16 2 0 0 0 0 9 14 1 0 0 0 0 9 19 1 0 0 0 0 10 16 1 0 0 0 0 10 20 2 0 0 0 0 11 13 1 0 0 0 0 11 23 1 0 0 0 0 12 15 2 0 0 0 0 12 25 1 0 0 0 0 14 17 1 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 17 23 1 0 0 0 0 18 19 2 0 0 0 0 18 23 1 0 0 0 0 19 26 1 0 0 0 0 20 22 1 0 0 0 0 20 29 1 0 0 0 0 21 26 2 0 0 0 0 21 27 1 0 0 0 0 22 28 2 0 0 0 0 23 25 1 0 0 0 0 25 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005851
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44153604
ChEBI
CAS Number

Drug Properties

Molecular Weight	410.14
ALogP	1.1027
MLogP	3.33
XLogP	2.972
HDA	4
HBD	2
Rotatable Bonds	8
TPSA	71.45
RO5 Violation	0