NPASS drugs

Drug Information

Drug ID:	NPD2822
Drug Name:
Molecular Formula:	C18H18Cl2N2O3
Canonical SMILES:	COc1ccc(cc1OC1CCCC1)C(=O)N=c1c(Cl)c[nH]cc1Cl
Standard InCHI:	InChI=1S/C18H18Cl2N2O3/c1-24-15-7-6-11(8-16(15)25-12-4-2-3-5-12)18(23)22-17-13(19)9-21-10-14(17)20/h6-10,12H,2-5H2,1H3,(H,21,22,23)
Standard InCHIKey:	RRRUXBQSQLKHEL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2822

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	186
0.1-0.2	1210
0.2-0.3	5419
0.3-0.4	7335
0.4-0.5	4037
0.5-0.6	10865
0.6-0.7	1820
0.7-0.8	18
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	0.7647	NPC58661
Intermediate Similarity	0.7399	NPC470708
Intermediate Similarity	0.7384	NPC119669
Intermediate Similarity	0.731	NPC153644
Intermediate Similarity	0.7296	NPC473626
Intermediate Similarity	0.7189	NPC121400
Intermediate Similarity	0.7186	NPC160747
Intermediate Similarity	0.7174	NPC207721
Intermediate Similarity	0.7151	NPC153631
Intermediate Similarity	0.7126	NPC478189
Intermediate Similarity	0.7095	NPC135006
Intermediate Similarity	0.7069	NPC470088
Intermediate Similarity	0.7059	NPC138438
Intermediate Similarity	0.7059	NPC908
Intermediate Similarity	0.7035	NPC469978
Intermediate Similarity	0.7024	NPC471316
Intermediate Similarity	0.7011	NPC470019
Intermediate Similarity	0.7	NPC26353
Remote Similarity	0.6995	NPC284842
Remote Similarity	0.6988	NPC169766
Remote Similarity	0.6988	NPC266425
Remote Similarity	0.6981	NPC295317
Remote Similarity	0.6978	NPC35345
Remote Similarity	0.6973	NPC303581
Remote Similarity	0.6973	NPC67978
Remote Similarity	0.6971	NPC469539
Remote Similarity	0.6971	NPC469540
Remote Similarity	0.6957	NPC86469
Remote Similarity	0.6947	NPC116007
Remote Similarity	0.6923	NPC476569
Remote Similarity	0.6906	NPC158900
Remote Similarity	0.6898	NPC308267
Remote Similarity	0.6897	NPC290404
Remote Similarity	0.6875	NPC225245
Remote Similarity	0.6875	NPC474009
Remote Similarity	0.6875	NPC471650
Remote Similarity	0.6867	NPC298268
Remote Similarity	0.6863	NPC92235
Remote Similarity	0.6862	NPC35680
Remote Similarity	0.6852	NPC474691
Remote Similarity	0.6848	NPC206941
Remote Similarity	0.6845	NPC4669
Remote Similarity	0.6833	NPC57512
Remote Similarity	0.6805	NPC144662
Remote Similarity	0.6791	NPC227683
Remote Similarity	0.6791	NPC254053
Remote Similarity	0.679	NPC298486
Remote Similarity	0.6788	NPC172403
Remote Similarity	0.6782	NPC28326
Remote Similarity	0.6782	NPC80928
Remote Similarity	0.6779	NPC313327
Remote Similarity	0.6778	NPC169742
Remote Similarity	0.6772	NPC5167
Remote Similarity	0.6772	NPC222524
Remote Similarity	0.6771	NPC83511
Remote Similarity	0.6766	NPC308885
Remote Similarity	0.6766	NPC255550
Remote Similarity	0.676	NPC476580
Remote Similarity	0.6755	NPC329992
Remote Similarity	0.6743	NPC473090
Remote Similarity	0.6742	NPC13397
Remote Similarity	0.6727	NPC301713
Remote Similarity	0.6726	NPC93882
Remote Similarity	0.6726	NPC130595
Remote Similarity	0.6725	NPC225745
Remote Similarity	0.6725	NPC253429
Remote Similarity	0.6725	NPC470707
Remote Similarity	0.6719	NPC138083
Remote Similarity	0.6707	NPC30216
Remote Similarity	0.6706	NPC255817
Remote Similarity	0.6706	NPC277042
Remote Similarity	0.6706	NPC180647
Remote Similarity	0.6706	NPC136330
Remote Similarity	0.6706	NPC73883
Remote Similarity	0.6706	NPC251454
Remote Similarity	0.6706	NPC196609
Remote Similarity	0.6706	NPC205178
Remote Similarity	0.6706	NPC230698
Remote Similarity	0.6703	NPC2770
Remote Similarity	0.6703	NPC39103
Remote Similarity	0.6702	NPC27887
Remote Similarity	0.6701	NPC124626
Remote Similarity	0.67	NPC158551
Remote Similarity	0.6687	NPC117237
Remote Similarity	0.6687	NPC203719
Remote Similarity	0.6687	NPC286683
Remote Similarity	0.6686	NPC285078
Remote Similarity	0.6686	NPC153453
Remote Similarity	0.6686	NPC6854
Remote Similarity	0.6686	NPC160692
Remote Similarity	0.6686	NPC313737
Remote Similarity	0.6685	NPC182119
Remote Similarity	0.6684	NPC85613
Remote Similarity	0.6684	NPC283810
Remote Similarity	0.6683	NPC207971
Remote Similarity	0.6683	NPC71124
Remote Similarity	0.6667	NPC287495
Remote Similarity	0.6667	NPC9370
Remote Similarity	0.6667	NPC477258
Remote Similarity	0.6667	NPC99078
Remote Similarity	0.6667	NPC120066
Remote Similarity	0.665	NPC163829
Remote Similarity	0.665	NPC268077
Remote Similarity	0.6649	NPC164608
Remote Similarity	0.6649	NPC28368
Remote Similarity	0.6647	NPC167096
Remote Similarity	0.6647	NPC218530
Remote Similarity	0.6628	NPC220923
Remote Similarity	0.6628	NPC28641
Remote Similarity	0.6628	NPC113236
Remote Similarity	0.6628	NPC214036
Remote Similarity	0.6628	NPC252107
Remote Similarity	0.6628	NPC194359
Remote Similarity	0.6627	NPC118419
Remote Similarity	0.6627	NPC154275
Remote Similarity	0.6625	NPC120075
Remote Similarity	0.6616	NPC469816
Remote Similarity	0.6616	NPC469815
Remote Similarity	0.6615	NPC477259
Remote Similarity	0.6615	NPC162694
Remote Similarity	0.6615	NPC169387
Remote Similarity	0.6613	NPC306669
Remote Similarity	0.6611	NPC227980
Remote Similarity	0.6608	NPC11147
Remote Similarity	0.6592	NPC294972
Remote Similarity	0.6592	NPC472969
Remote Similarity	0.659	NPC231572
Remote Similarity	0.6588	NPC132308
Remote Similarity	0.6587	NPC153990
Remote Similarity	0.6587	NPC32163
Remote Similarity	0.6587	NPC16651
Remote Similarity	0.6585	NPC16249
Remote Similarity	0.6582	NPC141440
Remote Similarity	0.6582	NPC283207
Remote Similarity	0.658	NPC473562
Remote Similarity	0.6573	NPC471590
Remote Similarity	0.6573	NPC30890
Remote Similarity	0.6573	NPC136278
Remote Similarity	0.6571	NPC326065
Remote Similarity	0.657	NPC95485
Remote Similarity	0.657	NPC204592
Remote Similarity	0.657	NPC88065
Remote Similarity	0.657	NPC89504
Remote Similarity	0.6568	NPC66905
Remote Similarity	0.6568	NPC476570
Remote Similarity	0.6567	NPC5374
Remote Similarity	0.6566	NPC254957
Remote Similarity	0.6566	NPC94499
Remote Similarity	0.6564	NPC214629
Remote Similarity	0.6559	NPC124433
Remote Similarity	0.6559	NPC293871
Remote Similarity	0.6556	NPC98809
Remote Similarity	0.6556	NPC476394
Remote Similarity	0.6554	NPC130926
Remote Similarity	0.6554	NPC9373
Remote Similarity	0.655	NPC159150
Remote Similarity	0.655	NPC45783
Remote Similarity	0.655	NPC193673
Remote Similarity	0.655	NPC103947
Remote Similarity	0.655	NPC94280
Remote Similarity	0.655	NPC288743
Remote Similarity	0.655	NPC328419
Remote Similarity	0.6548	NPC304747
Remote Similarity	0.6548	NPC155838
Remote Similarity	0.6546	NPC235194
Remote Similarity	0.6545	NPC20395
Remote Similarity	0.6541	NPC252004
Remote Similarity	0.6536	NPC153620
Remote Similarity	0.6536	NPC161544
Remote Similarity	0.6536	NPC214239
Remote Similarity	0.6536	NPC24257
Remote Similarity	0.6535	NPC476661
Remote Similarity	0.6534	NPC473804
Remote Similarity	0.6532	NPC77955
Remote Similarity	0.6529	NPC214869
Remote Similarity	0.6529	NPC470392
Remote Similarity	0.6528	NPC314659
Remote Similarity	0.6526	NPC472894
Remote Similarity	0.6526	NPC8467
Remote Similarity	0.6524	NPC231198
Remote Similarity	0.6524	NPC211992
Remote Similarity	0.6519	NPC473091
Remote Similarity	0.6519	NPC476568
Remote Similarity	0.6519	NPC476579
Remote Similarity	0.6517	NPC293201
Remote Similarity	0.6517	NPC113089
Remote Similarity	0.6517	NPC213900
Remote Similarity	0.6514	NPC66518
Remote Similarity	0.6512	NPC311339
Remote Similarity	0.6512	NPC196708
Remote Similarity	0.6512	NPC96406
Remote Similarity	0.6512	NPC209195
Remote Similarity	0.6512	NPC13826
Remote Similarity	0.651	NPC32064
Remote Similarity	0.6509	NPC195749
Remote Similarity	0.6509	NPC160193
Remote Similarity	0.6509	NPC35961
Remote Similarity	0.6509	NPC470706
Remote Similarity	0.6509	NPC52029
Remote Similarity	0.6503	NPC131121

Drug Structure

NPD2822 OpenBabel08211702552D 26 28 0 0 0 0 0 0 0 0999 V2000 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6750 2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0570 2.0878 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 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 6.0622 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 1.7321 0.0000 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 5.1962 -0.0000 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 0.0000 -1.0000 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 4.3301 0.5000 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 -1.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 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 6.9282 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 12 1 0 0 0 0 5 12 1 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 15 1 0 0 0 0 8 11 2 0 0 0 0 8 16 1 0 0 0 0 9 13 2 0 0 0 0 9 21 1 0 0 0 0 10 14 2 0 0 0 0 10 21 1 0 0 0 0 11 18 1 0 0 0 0 12 25 1 0 0 0 0 13 17 1 0 0 0 0 13 19 1 0 0 0 0 14 17 1 0 0 0 0 14 20 1 0 0 0 0 15 16 2 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 22 2 0 0 0 0 18 22 1 0 0 0 0 18 23 2 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC002879
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	154575
ChEBI
CAS Number

Drug Properties

Molecular Weight	380.07
ALogP	-2.073
MLogP	2.67
XLogP	4.389
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	59.92
RO5 Violation	0