NPASS drugs

Drug Information

Drug ID:	NPD4524
Drug Name:	RWJ-37868
Molecular Formula:	C21H25ClN2O2
Canonical SMILES:	Clc1ccc(cc1)C(=O)c1n(C)c(c(c1C)C(=O)CN1CCCCC1)C
Standard InCHI:	InChI=1S/C21H25ClN2O2/c1-14-19(18(25)13-24-11-5-4-6-12-24)15(2)23(3)20(14)21(26)16-7-9-17(22)10-8-16/h7-10H,4-6,11-13H2,1-3H3
Standard InCHIKey:	BCRATZJXVPSAOZ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4524

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	355
0.1-0.2	2409
0.2-0.3	10921
0.3-0.4	12503
0.4-0.5	2365
0.5-0.6	1713
0.6-0.7	557
0.7-0.8	67
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	0.7939	NPC470679
Intermediate Similarity	0.7939	NPC217021
Intermediate Similarity	0.7665	NPC473878
Intermediate Similarity	0.7644	NPC70949
Intermediate Similarity	0.7598	NPC73994
Intermediate Similarity	0.7574	NPC251391
Intermediate Similarity	0.756	NPC313889
Intermediate Similarity	0.7558	NPC100104
Intermediate Similarity	0.7558	NPC470680
Intermediate Similarity	0.7529	NPC115232
Intermediate Similarity	0.7527	NPC133003
Intermediate Similarity	0.7514	NPC159125
Intermediate Similarity	0.75	NPC80681
Intermediate Similarity	0.75	NPC134657
Intermediate Similarity	0.75	NPC123906
Intermediate Similarity	0.75	NPC102664
Intermediate Similarity	0.7486	NPC83774
Intermediate Similarity	0.7471	NPC265100
Intermediate Similarity	0.7459	NPC324091
Intermediate Similarity	0.7447	NPC472116
Intermediate Similarity	0.743	NPC151635
Intermediate Similarity	0.7427	NPC229055
Intermediate Similarity	0.7412	NPC70406
Intermediate Similarity	0.7403	NPC61011
Intermediate Similarity	0.7399	NPC474492
Intermediate Similarity	0.7377	NPC477003
Intermediate Similarity	0.7374	NPC469529
Intermediate Similarity	0.734	NPC247735
Intermediate Similarity	0.734	NPC472295
Intermediate Similarity	0.734	NPC81802
Intermediate Similarity	0.734	NPC269886
Intermediate Similarity	0.734	NPC472210
Intermediate Similarity	0.7337	NPC100726
Intermediate Similarity	0.7333	NPC32002
Intermediate Similarity	0.7333	NPC315348
Intermediate Similarity	0.7288	NPC114637
Intermediate Similarity	0.7283	NPC46895
Intermediate Similarity	0.7268	NPC191415
Intermediate Similarity	0.7263	NPC472293
Intermediate Similarity	0.7235	NPC105811
Intermediate Similarity	0.7234	NPC476460
Intermediate Similarity	0.7232	NPC71132
Intermediate Similarity	0.7222	NPC252572
Intermediate Similarity	0.7219	NPC467188
Intermediate Similarity	0.7216	NPC242116
Intermediate Similarity	0.7216	NPC214106
Intermediate Similarity	0.7198	NPC284775
Intermediate Similarity	0.7196	NPC472292
Intermediate Similarity	0.7175	NPC271797
Intermediate Similarity	0.7175	NPC21174
Intermediate Similarity	0.7173	NPC79356
Intermediate Similarity	0.7173	NPC102592
Intermediate Similarity	0.715	NPC472297
Intermediate Similarity	0.715	NPC472296
Intermediate Similarity	0.7119	NPC194881
Intermediate Similarity	0.7104	NPC234987
Intermediate Similarity	0.7104	NPC157583
Intermediate Similarity	0.7092	NPC317701
Intermediate Similarity	0.7079	NPC274981
Intermediate Similarity	0.7069	NPC281094
Intermediate Similarity	0.7068	NPC304203
Intermediate Similarity	0.7068	NPC326422
Intermediate Similarity	0.7062	NPC81535
Intermediate Similarity	0.7029	NPC209362
Intermediate Similarity	0.7017	NPC471943
Intermediate Similarity	0.7011	NPC472260
Intermediate Similarity	0.7005	NPC258480
Remote Similarity	0.6989	NPC113626
Remote Similarity	0.6959	NPC167710
Remote Similarity	0.6954	NPC143977
Remote Similarity	0.6954	NPC471655
Remote Similarity	0.6952	NPC102755
Remote Similarity	0.6949	NPC477887
Remote Similarity	0.694	NPC161861
Remote Similarity	0.6935	NPC477042
Remote Similarity	0.6935	NPC15840
Remote Similarity	0.6931	NPC135601
Remote Similarity	0.6931	NPC141612
Remote Similarity	0.6931	NPC17273
Remote Similarity	0.6923	NPC476566
Remote Similarity	0.6923	NPC471574
Remote Similarity	0.6923	NPC116961
Remote Similarity	0.6919	NPC237188
Remote Similarity	0.6907	NPC128244
Remote Similarity	0.6898	NPC470677
Remote Similarity	0.6893	NPC74357
Remote Similarity	0.6888	NPC477004
Remote Similarity	0.6885	NPC262338
Remote Similarity	0.6884	NPC88115
Remote Similarity	0.6869	NPC106757
Remote Similarity	0.6862	NPC470205
Remote Similarity	0.6862	NPC143533
Remote Similarity	0.6862	NPC117027
Remote Similarity	0.6859	NPC255909
Remote Similarity	0.6859	NPC473666
Remote Similarity	0.6854	NPC213914
Remote Similarity	0.6853	NPC121327
Remote Similarity	0.6851	NPC42372
Remote Similarity	0.6848	NPC191310
Remote Similarity	0.6845	NPC182940
Remote Similarity	0.6842	NPC114033
Remote Similarity	0.6842	NPC129412
Remote Similarity	0.6842	NPC66210
Remote Similarity	0.6842	NPC101130
Remote Similarity	0.6842	NPC58268
Remote Similarity	0.6839	NPC216550
Remote Similarity	0.6825	NPC21429
Remote Similarity	0.6824	NPC104483
Remote Similarity	0.6823	NPC469489
Remote Similarity	0.6813	NPC56233
Remote Similarity	0.6811	NPC293216
Remote Similarity	0.6802	NPC237414
Remote Similarity	0.6802	NPC136002
Remote Similarity	0.6791	NPC248462
Remote Similarity	0.6786	NPC473814
Remote Similarity	0.6786	NPC78767
Remote Similarity	0.6769	NPC93390
Remote Similarity	0.6758	NPC233380
Remote Similarity	0.6739	NPC65080
Remote Similarity	0.6737	NPC472119
Remote Similarity	0.6736	NPC268966
Remote Similarity	0.6722	NPC477591
Remote Similarity	0.6719	NPC472323
Remote Similarity	0.6719	NPC206186
Remote Similarity	0.6716	NPC472259
Remote Similarity	0.6706	NPC65408
Remote Similarity	0.6706	NPC472288
Remote Similarity	0.6703	NPC478182
Remote Similarity	0.6702	NPC79062
Remote Similarity	0.6702	NPC472107
Remote Similarity	0.6702	NPC476341
Remote Similarity	0.67	NPC57398
Remote Similarity	0.6699	NPC472291
Remote Similarity	0.6686	NPC238499
Remote Similarity	0.6685	NPC200743
Remote Similarity	0.6685	NPC470894
Remote Similarity	0.6684	NPC103119
Remote Similarity	0.6667	NPC79777
Remote Similarity	0.6667	NPC76982
Remote Similarity	0.6667	NPC474916
Remote Similarity	0.6667	NPC478077
Remote Similarity	0.665	NPC292361
Remote Similarity	0.665	NPC471944
Remote Similarity	0.6649	NPC285923
Remote Similarity	0.6649	NPC472112
Remote Similarity	0.6647	NPC195704
Remote Similarity	0.6647	NPC98156
Remote Similarity	0.6647	NPC64661
Remote Similarity	0.6647	NPC200397
Remote Similarity	0.6647	NPC167200
Remote Similarity	0.6647	NPC292434
Remote Similarity	0.6647	NPC14448
Remote Similarity	0.6647	NPC138596
Remote Similarity	0.6635	NPC322064
Remote Similarity	0.6633	NPC123395
Remote Similarity	0.6631	NPC139763
Remote Similarity	0.6615	NPC241025
Remote Similarity	0.6615	NPC282103
Remote Similarity	0.6611	NPC476464
Remote Similarity	0.6599	NPC220151
Remote Similarity	0.6599	NPC19692
Remote Similarity	0.6591	NPC478186
Remote Similarity	0.6582	NPC272458
Remote Similarity	0.6582	NPC47190
Remote Similarity	0.6579	NPC88110
Remote Similarity	0.6579	NPC469896
Remote Similarity	0.6579	NPC234403
Remote Similarity	0.657	NPC110182
Remote Similarity	0.6566	NPC245916
Remote Similarity	0.6566	NPC150863
Remote Similarity	0.6564	NPC154339
Remote Similarity	0.6552	NPC132539
Remote Similarity	0.655	NPC474767
Remote Similarity	0.6548	NPC267343
Remote Similarity	0.6541	NPC41717
Remote Similarity	0.6538	NPC293487
Remote Similarity	0.6534	NPC470440
Remote Similarity	0.6533	NPC74153
Remote Similarity	0.6528	NPC295158
Remote Similarity	0.6526	NPC219336
Remote Similarity	0.6526	NPC67659
Remote Similarity	0.6524	NPC6982
Remote Similarity	0.6522	NPC226143
Remote Similarity	0.6515	NPC289299
Remote Similarity	0.6515	NPC57994
Remote Similarity	0.6515	NPC135950
Remote Similarity	0.6515	NPC202812
Remote Similarity	0.6514	NPC20144
Remote Similarity	0.6513	NPC102338
Remote Similarity	0.6513	NPC221873
Remote Similarity	0.6513	NPC63199
Remote Similarity	0.6513	NPC196251
Remote Similarity	0.6513	NPC111602
Remote Similarity	0.6509	NPC323969
Remote Similarity	0.6509	NPC14686
Remote Similarity	0.6508	NPC84347
Remote Similarity	0.65	NPC472284
Remote Similarity	0.65	NPC34837
Remote Similarity	0.6497	NPC472113
Remote Similarity	0.6495	NPC118084

Drug Structure

NPD4524 OpenBabel08211705262D 26 28 0 0 0 0 0 0 0 0999 V2000 -0.0388 2.5873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8958 1.9886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3135 2.6931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3025 2.9022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7202 3.6067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9013 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7147 3.7112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1215 4.6247 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 3.6808 1.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 0.1615 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 23 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 11 1 0 0 0 0 6 12 1 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 24 1 0 0 0 0 12 24 1 0 0 0 0 13 18 1 0 0 0 0 13 24 1 0 0 0 0 14 19 1 0 0 0 0 14 20 2 0 0 0 0 15 19 2 0 0 0 0 15 23 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 19 1 0 0 0 0 18 25 2 0 0 0 0 20 21 1 0 0 0 0 20 23 1 0 0 0 0 21 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011909
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	372.16
ALogP	0.3843
MLogP	3.22
XLogP	3.66
HDA	4
HBD	0
Rotatable Bonds	9
TPSA	42.31
RO5 Violation	0