NPASS drugs

Drug Information

Drug ID:	NPD3336
Drug Name:	CRS-3123
Molecular Formula:	C19H19Br2N3O2S
Canonical SMILES:	Brc1cc(Br)c2c(c1)[C@H](NCCCN=c1cc(O)c3c([nH]1)ccs3)CCO2
Standard InCHI:	InChI=1S/C19H19Br2N3O2S/c20-11-8-12-14(2-6-26-18(12)13(21)9-11)22-4-1-5-23-17-10-16(25)19-15(24-17)3-7-27-19/h3,7-10,14,22H,1-2,4-6H2,(H2,23,24,25)/t14-/m1/s1
Standard InCHIKey:	NNTYBKTXMKBRFA-CQSZACIVSA-N
Max Developmental Stage:	Discovery
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3336

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	372
0.1-0.2	2905
0.2-0.3	9979
0.3-0.4	6215
0.4-0.5	10090
0.5-0.6	1300
0.6-0.7	29
0.7-0.8	0
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
Remote Similarity	0.6786	NPC47672
Remote Similarity	0.6769	NPC76412
Remote Similarity	0.6768	NPC233926
Remote Similarity	0.6684	NPC78530
Remote Similarity	0.6683	NPC156311
Remote Similarity	0.6513	NPC135349
Remote Similarity	0.6492	NPC470471
Remote Similarity	0.6429	NPC470472
Remote Similarity	0.6425	NPC470470
Remote Similarity	0.64	NPC258222
Remote Similarity	0.6292	NPC115595
Remote Similarity	0.6173	NPC474673
Remote Similarity	0.6158	NPC109968
Remote Similarity	0.6128	NPC67658
Remote Similarity	0.6127	NPC469711
Remote Similarity	0.6111	NPC168486
Remote Similarity	0.6111	NPC222592
Remote Similarity	0.6101	NPC477254
Remote Similarity	0.6093	NPC143450
Remote Similarity	0.6081	NPC475411
Remote Similarity	0.6061	NPC128877
Remote Similarity	0.6053	NPC272463
Remote Similarity	0.605	NPC470247
Remote Similarity	0.605	NPC255110
Remote Similarity	0.605	NPC308571
Remote Similarity	0.6039	NPC315257
Remote Similarity	0.6037	NPC249662
Remote Similarity	0.6028	NPC247980
Remote Similarity	0.6	NPC474128
Remote Similarity	0.5992	NPC475635
Remote Similarity	0.5983	NPC113369
Remote Similarity	0.5975	NPC175150
Remote Similarity	0.5975	NPC243633
Remote Similarity	0.5973	NPC259071
Remote Similarity	0.5973	NPC77435
Remote Similarity	0.5956	NPC227953
Remote Similarity	0.5938	NPC110131
Remote Similarity	0.5931	NPC296085
Remote Similarity	0.5931	NPC71629
Remote Similarity	0.5907	NPC477255
Remote Similarity	0.5902	NPC153467
Remote Similarity	0.5899	NPC225857
Remote Similarity	0.5882	NPC50562
Remote Similarity	0.5872	NPC80596
Remote Similarity	0.5868	NPC470502
Remote Similarity	0.5859	NPC202866
Remote Similarity	0.585	NPC213471
Remote Similarity	0.583	NPC8093
Remote Similarity	0.583	NPC121571
Remote Similarity	0.5829	NPC235633
Remote Similarity	0.582	NPC470503
Remote Similarity	0.5815	NPC474678
Remote Similarity	0.5815	NPC471338
Remote Similarity	0.5812	NPC476106
Remote Similarity	0.5799	NPC283152
Remote Similarity	0.5796	NPC245348
Remote Similarity	0.5789	NPC475843
Remote Similarity	0.5775	NPC22014
Remote Similarity	0.5773	NPC94174
Remote Similarity	0.5772	NPC60006
Remote Similarity	0.5771	NPC197045
Remote Similarity	0.5765	NPC226662
Remote Similarity	0.5765	NPC471321
Remote Similarity	0.5765	NPC471306
Remote Similarity	0.5763	NPC475910
Remote Similarity	0.5751	NPC475112
Remote Similarity	0.5751	NPC475085
Remote Similarity	0.5751	NPC291535
Remote Similarity	0.5742	NPC470504
Remote Similarity	0.5733	NPC471337
Remote Similarity	0.5733	NPC473450
Remote Similarity	0.5732	NPC128084
Remote Similarity	0.5721	NPC475396
Remote Similarity	0.5721	NPC309667
Remote Similarity	0.5714	NPC478008
Remote Similarity	0.5714	NPC470501
Remote Similarity	0.57	NPC303993
Remote Similarity	0.5696	NPC108847
Remote Similarity	0.5695	NPC214188
Remote Similarity	0.5695	NPC74618
Remote Similarity	0.5695	NPC301941
Remote Similarity	0.5683	NPC474059
Remote Similarity	0.5683	NPC283207
Remote Similarity	0.5682	NPC473432
Remote Similarity	0.5682	NPC288943
Remote Similarity	0.5676	NPC70092
Remote Similarity	0.5672	NPC237227
Remote Similarity	0.5665	NPC123140
Remote Similarity	0.5664	NPC174607
Remote Similarity	0.5664	NPC144823
Remote Similarity	0.5657	NPC135173
Remote Similarity	0.5656	NPC168209
Remote Similarity	0.5656	NPC469979
Remote Similarity	0.5652	NPC198401
Remote Similarity	0.5647	NPC72211
Remote Similarity	0.5644	NPC470249
Remote Similarity	0.5643	NPC471080
Remote Similarity	0.5643	NPC469592
Remote Similarity	0.5643	NPC478074
Remote Similarity	0.5641	NPC214368
Remote Similarity	0.5641	NPC98685
Remote Similarity	0.564	NPC471132
Remote Similarity	0.5639	NPC246591
Remote Similarity	0.5639	NPC147847
Remote Similarity	0.5633	NPC478007
Remote Similarity	0.5631	NPC126128
Remote Similarity	0.5631	NPC473462
Remote Similarity	0.5631	NPC207819
Remote Similarity	0.5631	NPC110454
Remote Similarity	0.5631	NPC298981
Remote Similarity	0.563	NPC470746
Remote Similarity	0.563	NPC471336
Remote Similarity	0.5628	NPC476685
Remote Similarity	0.5628	NPC475735
Remote Similarity	0.5628	NPC177404
Remote Similarity	0.5628	NPC476687
Remote Similarity	0.5628	NPC476689
Remote Similarity	0.5622	NPC120114
Remote Similarity	0.5622	NPC71888
Remote Similarity	0.5619	NPC476250
Remote Similarity	0.5616	NPC85482
Remote Similarity	0.5613	NPC33064
Remote Similarity	0.5605	NPC290534
Remote Similarity	0.5603	NPC478049
Remote Similarity	0.5603	NPC243834
Remote Similarity	0.5603	NPC469731
Remote Similarity	0.5603	NPC70956
Remote Similarity	0.5603	NPC314948
Remote Similarity	0.56	NPC307123
Remote Similarity	0.56	NPC84478
Remote Similarity	0.56	NPC247018
Remote Similarity	0.56	NPC97870

Drug Structure

NPD3336 OpenBabel08211703112D 30 33 0 0 1 0 0 0 0 0999 V2000 -4.4152 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1472 -2.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0132 -3.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0132 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7453 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8793 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0132 -1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7453 -1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1472 -1.6910 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8793 -1.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8793 1.3090 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -9.6113 -1.6910 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 -1.1910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5491 1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -1.1910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8793 -2.6910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -1.6910 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 2.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.6910 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 2 14 1 0 0 0 0 3 7 2 0 0 0 0 3 15 1 0 0 0 0 4 22 1 0 0 0 0 5 23 1 0 0 0 0 6 26 1 0 0 0 0 7 27 1 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 9 11 1 0 0 0 0 9 13 2 0 0 0 0 10 16 2 0 0 0 0 10 17 1 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 18 2 0 0 0 0 13 18 1 0 0 0 0 13 21 1 0 0 0 0 14 22 1 6 0 0 0 15 19 2 0 0 0 0 15 24 1 0 0 0 0 16 19 1 0 0 0 0 16 25 1 0 0 0 0 17 23 2 3 0 0 0 17 24 1 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 22 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012548
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	510.96
ALogP	0.2993
MLogP	2.67
XLogP	4.199
HDA	4
HBD	3
Rotatable Bonds	8
TPSA	94.12
RO5 Violation	0