NPASS drugs

Drug Information

Drug ID:	NPD5636
Drug Name:	FR-128998
Molecular Formula:	C23H28N2O3S
Canonical SMILES:	O=C1C[C@]2(CCCC[C@H]2Cc2ccccc2)S(=O)(=O)CCN1Cc1cccnc1
Standard InCHI:	InChI=1S/C23H28N2O3S/c26-22-16-23(11-5-4-10-21(23)15-19-7-2-1-3-8-19)29(27,28)14-13-25(22)18-20-9-6-12-24-17-20/h1-3,6-9,12,17,21H,4-5,10-11,13-16,18H2/t21-,23-/m0/s1
Standard InCHIKey:	VQPKOHVWFCUMFP-GMAHTHKFSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5636

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	381
0.1-0.2	2805
0.2-0.3	12157
0.3-0.4	11332
0.4-0.5	2093
0.5-0.6	1613
0.6-0.7	488
0.7-0.8	21
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	0.7722	NPC65408
Intermediate Similarity	0.7593	NPC477977
Intermediate Similarity	0.7305	NPC477974
Intermediate Similarity	0.7273	NPC91895
Intermediate Similarity	0.7237	NPC91958
Intermediate Similarity	0.7189	NPC255909
Intermediate Similarity	0.7171	NPC297486
Intermediate Similarity	0.7171	NPC471402
Intermediate Similarity	0.7171	NPC240136
Intermediate Similarity	0.7159	NPC56233
Intermediate Similarity	0.7127	NPC248462
Intermediate Similarity	0.7124	NPC143603
Intermediate Similarity	0.711	NPC469897
Intermediate Similarity	0.709	NPC294693
Intermediate Similarity	0.7073	NPC251722
Intermediate Similarity	0.7073	NPC314102
Intermediate Similarity	0.707	NPC476322
Intermediate Similarity	0.7051	NPC329825
Intermediate Similarity	0.7019	NPC69914
Intermediate Similarity	0.7006	NPC290094
Intermediate Similarity	0.7005	NPC103119
Remote Similarity	0.6983	NPC116961
Remote Similarity	0.6975	NPC101165
Remote Similarity	0.6957	NPC475105
Remote Similarity	0.6957	NPC329896
Remote Similarity	0.6957	NPC476131
Remote Similarity	0.6957	NPC475090
Remote Similarity	0.6949	NPC478182
Remote Similarity	0.6937	NPC471311
Remote Similarity	0.6937	NPC471313
Remote Similarity	0.6936	NPC200214
Remote Similarity	0.6927	NPC70949
Remote Similarity	0.6906	NPC477976
Remote Similarity	0.6894	NPC89490
Remote Similarity	0.6886	NPC316811
Remote Similarity	0.6886	NPC32002
Remote Similarity	0.6886	NPC315348
Remote Similarity	0.6885	NPC64436
Remote Similarity	0.6882	NPC228835
Remote Similarity	0.6879	NPC265605
Remote Similarity	0.6879	NPC182570
Remote Similarity	0.6879	NPC48564
Remote Similarity	0.6875	NPC293487
Remote Similarity	0.6875	NPC80681
Remote Similarity	0.6875	NPC202957
Remote Similarity	0.6875	NPC169625
Remote Similarity	0.6872	NPC114637
Remote Similarity	0.6871	NPC256893
Remote Similarity	0.6866	NPC110602
Remote Similarity	0.6866	NPC31385
Remote Similarity	0.6866	NPC75726
Remote Similarity	0.6854	NPC478184
Remote Similarity	0.6848	NPC11126
Remote Similarity	0.6845	NPC99939
Remote Similarity	0.6845	NPC308931
Remote Similarity	0.6842	NPC117244
Remote Similarity	0.6842	NPC473763
Remote Similarity	0.6816	NPC477975
Remote Similarity	0.6813	NPC166424
Remote Similarity	0.6813	NPC146373
Remote Similarity	0.6813	NPC245244
Remote Similarity	0.681	NPC282398
Remote Similarity	0.6798	NPC194881
Remote Similarity	0.6793	NPC237188
Remote Similarity	0.6793	NPC157583
Remote Similarity	0.6782	NPC216713
Remote Similarity	0.6778	NPC478183
Remote Similarity	0.676	NPC265100
Remote Similarity	0.6753	NPC272483
Remote Similarity	0.6727	NPC322488
Remote Similarity	0.6726	NPC169433
Remote Similarity	0.6724	NPC40070
Remote Similarity	0.6721	NPC161861
Remote Similarity	0.672	NPC94752
Remote Similarity	0.672	NPC471997
Remote Similarity	0.6711	NPC27802
Remote Similarity	0.6704	NPC478185
Remote Similarity	0.6703	NPC32534
Remote Similarity	0.6702	NPC477003
Remote Similarity	0.6687	NPC46358
Remote Similarity	0.6686	NPC285731
Remote Similarity	0.6685	NPC469529
Remote Similarity	0.6684	NPC17059
Remote Similarity	0.6683	NPC88115
Remote Similarity	0.6683	NPC470732
Remote Similarity	0.6667	NPC51054
Remote Similarity	0.6667	NPC213468
Remote Similarity	0.6667	NPC324611
Remote Similarity	0.6667	NPC471322
Remote Similarity	0.6667	NPC106757
Remote Similarity	0.6651	NPC253987
Remote Similarity	0.6649	NPC470205
Remote Similarity	0.6646	NPC27740
Remote Similarity	0.6631	NPC73994
Remote Similarity	0.6631	NPC271792
Remote Similarity	0.6613	NPC234987
Remote Similarity	0.6593	NPC98187
Remote Similarity	0.6592	NPC56765
Remote Similarity	0.6591	NPC217021
Remote Similarity	0.6591	NPC470679
Remote Similarity	0.6591	NPC470233
Remote Similarity	0.6591	NPC470823
Remote Similarity	0.6591	NPC472260
Remote Similarity	0.6591	NPC70406
Remote Similarity	0.659	NPC86288
Remote Similarity	0.659	NPC470440
Remote Similarity	0.6588	NPC19170
Remote Similarity	0.6584	NPC475024
Remote Similarity	0.658	NPC476460
Remote Similarity	0.6579	NPC133003
Remote Similarity	0.6575	NPC21174
Remote Similarity	0.6575	NPC271797
Remote Similarity	0.6568	NPC471312
Remote Similarity	0.6568	NPC150259
Remote Similarity	0.6546	NPC471386
Remote Similarity	0.6543	NPC24864
Remote Similarity	0.654	NPC40455
Remote Similarity	0.6538	NPC471178
Remote Similarity	0.6536	NPC129721
Remote Similarity	0.6534	NPC473878
Remote Similarity	0.6527	NPC330326
Remote Similarity	0.6526	NPC467063
Remote Similarity	0.6524	NPC248454
Remote Similarity	0.6524	NPC83774
Remote Similarity	0.6519	NPC124542
Remote Similarity	0.6519	NPC59779
Remote Similarity	0.6519	NPC242116
Remote Similarity	0.6519	NPC471177
Remote Similarity	0.6514	NPC470111
Remote Similarity	0.6514	NPC105811
Remote Similarity	0.6514	NPC471957
Remote Similarity	0.6513	NPC76540
Remote Similarity	0.6512	NPC63157
Remote Similarity	0.6512	NPC473868
Remote Similarity	0.6508	NPC113626
Remote Similarity	0.6505	NPC469938
Remote Similarity	0.65	NPC182507
Remote Similarity	0.6495	NPC297862
Remote Similarity	0.6494	NPC467188
Remote Similarity	0.6489	NPC12649
Remote Similarity	0.6485	NPC471589
Remote Similarity	0.6468	NPC317701
Remote Similarity	0.6465	NPC34837
Remote Similarity	0.6462	NPC47190
Remote Similarity	0.6461	NPC251391
Remote Similarity	0.6461	NPC200743
Remote Similarity	0.6461	NPC138842
Remote Similarity	0.6461	NPC281094
Remote Similarity	0.6458	NPC141612
Remote Similarity	0.6458	NPC17273
Remote Similarity	0.6458	NPC135601
Remote Similarity	0.6458	NPC469359
Remote Similarity	0.6455	NPC477042
Remote Similarity	0.6455	NPC61011
Remote Similarity	0.6453	NPC238499
Remote Similarity	0.645	NPC300183
Remote Similarity	0.6443	NPC268966
Remote Similarity	0.6443	NPC329858
Remote Similarity	0.6442	NPC470731
Remote Similarity	0.6441	NPC313889
Remote Similarity	0.644	NPC21429
Remote Similarity	0.6436	NPC84827
Remote Similarity	0.6436	NPC14113
Remote Similarity	0.6436	NPC314930
Remote Similarity	0.6436	NPC145885
Remote Similarity	0.6436	NPC28848
Remote Similarity	0.6436	NPC284775
Remote Similarity	0.6436	NPC214827
Remote Similarity	0.6436	NPC14325
Remote Similarity	0.6432	NPC194411
Remote Similarity	0.6429	NPC103230
Remote Similarity	0.6425	NPC474259
Remote Similarity	0.6425	NPC23476
Remote Similarity	0.6425	NPC477415
Remote Similarity	0.642	NPC21605
Remote Similarity	0.641	NPC235843
Remote Similarity	0.6409	NPC318065
Remote Similarity	0.6409	NPC206819
Remote Similarity	0.64	NPC314372
Remote Similarity	0.6395	NPC73767
Remote Similarity	0.6395	NPC104483
Remote Similarity	0.6395	NPC110126
Remote Similarity	0.6392	NPC213629
Remote Similarity	0.6387	NPC163055
Remote Similarity	0.6379	NPC190296
Remote Similarity	0.6378	NPC78020
Remote Similarity	0.6378	NPC216550
Remote Similarity	0.6374	NPC100104
Remote Similarity	0.6374	NPC105127
Remote Similarity	0.6374	NPC470680
Remote Similarity	0.6373	NPC478077
Remote Similarity	0.6369	NPC325903
Remote Similarity	0.6368	NPC15840
Remote Similarity	0.6359	NPC314333
Remote Similarity	0.6358	NPC469783
Remote Similarity	0.6358	NPC469767
Remote Similarity	0.6358	NPC469779
Remote Similarity	0.6358	NPC469780
Remote Similarity	0.6358	NPC469761
Remote Similarity	0.6358	NPC469784

Drug Structure

NPD5636 OpenBabel08211708292D 29 32 0 0 1 0 0 0 0 0999 V2000 3.1900 1.8850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1900 0.9438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3749 2.3556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5598 -1.8797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7447 -2.3503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3163 2.2287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3749 0.4732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5598 1.8850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9079 1.3807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5598 -0.9385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0703 -1.8797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2548 2.2991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6206 0.4999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6899 0.6402 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7447 0.4732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8480 -1.4687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3766 0.6734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0297 -0.2449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5598 0.9438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4381 0.6031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7447 -0.4680 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7473 -1.1913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0703 -0.9385 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.7850 1.5214 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0912 -0.3152 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3875 -1.8812 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8613 -0.2806 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1736 1.4717 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 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 7 1 0 0 0 0 3 8 2 0 0 0 0 4 5 1 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 9 2 0 0 0 0 6 12 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 12 24 2 0 0 0 0 13 14 1 0 0 0 0 13 25 1 0 0 0 0 14 29 1 0 0 0 0 15 19 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 16 23 1 0 0 0 0 17 20 2 0 0 0 0 17 24 1 0 0 0 0 18 20 1 0 0 0 0 18 25 1 0 0 0 0 21 23 1 6 0 0 0 22 25 1 0 0 0 0 22 26 2 0 0 0 0 23 11 1 1 0 0 0 23 29 1 0 0 0 0 27 29 2 0 0 0 0 28 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001034
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	412.18
ALogP	-1.325
MLogP	3.33
XLogP	5.511
HDA	5
HBD	0
Rotatable Bonds	4
TPSA	75.72
RO5 Violation	1