NPASS drugs

Drug Information

Drug ID:	NPD6786
Drug Name:	RWJ-22108
Molecular Formula:	C27H30ClFN2O4S
Canonical SMILES:	CN(Cc1ccccc1)CCOC(=O)C1=C(C)NC2=C(C1c1c(F)cccc1Cl)S(=O)(=O)CCCC2
Standard InCHI:	InChI=1S/C27H30ClFN2O4S/c1-18-23(27(32)35-15-14-31(2)17-19-9-4-3-5-10-19)25(24-20(28)11-8-12-21(24)29)26-22(30-18)13-6-7-16-36(26,33)34/h3-5,8-12,25,30H,6-7,13-17H2,1-2H3
Standard InCHIKey:	AHYGPFWAZFOLSI-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6786

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	148
0.1-0.2	951
0.2-0.3	4399
0.3-0.4	12670
0.4-0.5	11632
0.5-0.6	1064
0.6-0.7	24
0.7-0.8	2
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	0.711	NPC36836
Intermediate Similarity	0.711	NPC63370
Remote Similarity	0.6313	NPC286551
Remote Similarity	0.6307	NPC313850
Remote Similarity	0.6236	NPC13470
Remote Similarity	0.623	NPC123241
Remote Similarity	0.6213	NPC157311
Remote Similarity	0.6185	NPC77992
Remote Similarity	0.6185	NPC477557
Remote Similarity	0.6176	NPC8761
Remote Similarity	0.6176	NPC44805
Remote Similarity	0.6158	NPC190945
Remote Similarity	0.6149	NPC319645
Remote Similarity	0.6129	NPC293458
Remote Similarity	0.6108	NPC193410
Remote Similarity	0.6108	NPC472165
Remote Similarity	0.6089	NPC105717
Remote Similarity	0.6075	NPC248117
Remote Similarity	0.6062	NPC186669
Remote Similarity	0.6054	NPC61013
Remote Similarity	0.6036	NPC152850
Remote Similarity	0.6036	NPC71933
Remote Similarity	0.6036	NPC239990
Remote Similarity	0.6036	NPC105114
Remote Similarity	0.6036	NPC89923
Remote Similarity	0.6	NPC473541
Remote Similarity	0.5976	NPC136453
Remote Similarity	0.5955	NPC475128
Remote Similarity	0.5944	NPC477556
Remote Similarity	0.5939	NPC159963
Remote Similarity	0.5933	NPC473239
Remote Similarity	0.5916	NPC224970
Remote Similarity	0.5916	NPC167724
Remote Similarity	0.5916	NPC223595
Remote Similarity	0.59	NPC14994
Remote Similarity	0.5894	NPC268170
Remote Similarity	0.5875	NPC313981
Remote Similarity	0.5867	NPC6974
Remote Similarity	0.5856	NPC260194
Remote Similarity	0.5846	NPC203202
Remote Similarity	0.5846	NPC264482
Remote Similarity	0.5829	NPC97584
Remote Similarity	0.582	NPC474058
Remote Similarity	0.5814	NPC81092
Remote Similarity	0.5814	NPC103605
Remote Similarity	0.5813	NPC25401
Remote Similarity	0.5792	NPC94602
Remote Similarity	0.5787	NPC99043
Remote Similarity	0.5787	NPC218594
Remote Similarity	0.5784	NPC314223
Remote Similarity	0.5767	NPC36495
Remote Similarity	0.5759	NPC476198
Remote Similarity	0.5751	NPC315388
Remote Similarity	0.5746	NPC471680
Remote Similarity	0.5746	NPC322878
Remote Similarity	0.574	NPC160493
Remote Similarity	0.5739	NPC313352
Remote Similarity	0.5737	NPC73644
Remote Similarity	0.5731	NPC4974
Remote Similarity	0.573	NPC473329
Remote Similarity	0.573	NPC316906
Remote Similarity	0.5728	NPC477999
Remote Similarity	0.5722	NPC468984
Remote Similarity	0.5714	NPC80150
Remote Similarity	0.5714	NPC158854
Remote Similarity	0.5714	NPC469726
Remote Similarity	0.5714	NPC329338
Remote Similarity	0.5707	NPC283783
Remote Similarity	0.5706	NPC470441
Remote Similarity	0.5706	NPC173295
Remote Similarity	0.5698	NPC477937
Remote Similarity	0.5683	NPC135121
Remote Similarity	0.5677	NPC189116
Remote Similarity	0.5677	NPC322598
Remote Similarity	0.5663	NPC177261
Remote Similarity	0.566	NPC67043
Remote Similarity	0.566	NPC93574
Remote Similarity	0.566	NPC255861
Remote Similarity	0.5659	NPC478040
Remote Similarity	0.5657	NPC473247
Remote Similarity	0.5652	NPC246412
Remote Similarity	0.565	NPC474473
Remote Similarity	0.5647	NPC26285
Remote Similarity	0.5642	NPC307682
Remote Similarity	0.5642	NPC281104
Remote Similarity	0.5636	NPC472164
Remote Similarity	0.5636	NPC113099
Remote Similarity	0.5635	NPC326407
Remote Similarity	0.5635	NPC161069
Remote Similarity	0.5635	NPC57976
Remote Similarity	0.5635	NPC317725
Remote Similarity	0.5632	NPC165726
Remote Similarity	0.5632	NPC213969
Remote Similarity	0.5629	NPC476440
Remote Similarity	0.5625	NPC471051
Remote Similarity	0.5625	NPC471053
Remote Similarity	0.5625	NPC471052
Remote Similarity	0.5621	NPC190663
Remote Similarity	0.5614	NPC35996
Remote Similarity	0.5608	NPC161827
Remote Similarity	0.56	NPC69496
Remote Similarity	0.56	NPC477432

Drug Structure

NPD6786 OpenBabel08211710072D 37 40 0 0 1 0 0 0 0 0999 V2000 3.2975 2.0717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8322 -2.3185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2118 -2.3185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3669 -2.8064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2118 -1.3429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 1.9751 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3745 1.0961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6077 -3.7820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5220 -2.3185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3669 -0.8551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7628 -3.2942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4526 -3.2942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.1922 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9873 -0.8551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9873 0.1205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.2171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6771 -0.8551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4526 1.5839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5220 -1.3429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7628 -2.3185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4526 -2.3185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7628 1.5839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4526 0.6083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6077 -1.8307 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6077 0.1205 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.7628 0.6083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2975 0.1205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0821 -1.8307 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.2975 -1.8307 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.6077 2.0717 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8322 -1.3429 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2975 -0.8551 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2876 -0.9323 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6636 -0.7152 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1424 0.6083 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 1.6077 3.0473 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 31 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 9 1 0 0 0 0 5 10 2 0 0 0 0 6 7 1 0 0 0 0 6 13 1 0 0 0 0 7 16 1 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 21 2 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 14 31 1 0 0 0 0 15 35 1 0 0 0 0 16 36 1 0 0 0 0 17 19 1 0 0 0 0 17 31 1 0 0 0 0 18 23 2 0 0 0 0 18 30 1 0 0 0 0 20 24 2 0 0 0 0 20 28 1 0 0 0 0 21 24 1 0 0 0 0 21 29 1 0 0 0 0 22 26 2 0 0 0 0 22 30 1 0 0 0 0 23 25 1 0 0 0 0 23 27 1 0 0 0 0 24 25 1 0 0 0 0 25 26 1 0 0 0 0 26 36 1 0 0 0 0 27 32 2 0 0 0 0 27 35 1 0 0 0 0 30 37 1 0 0 0 0 33 36 2 0 0 0 0 34 36 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016231
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	532.16
ALogP	-0.0336
MLogP	3.44
XLogP	6.055
HDA	6
HBD	1
Rotatable Bonds	12
TPSA	84.09
RO5 Violation	1