NPASS drugs

Drug Information

Drug ID:	NPD7608
Drug Name:	GW-559090
Molecular Formula:	C31H40N4O8
Canonical SMILES:	CC(C[C@@H](C(=N[C@H](C(=O)O)Cc1ccc(cc1)OC(=O)N1CCC(CC1)C(=N)O)O)N=C(COc1ccccc1C)[O-])C
Standard InCHI:	InChI=1S/C31H40N4O8/c1-19(2)16-24(33-27(36)18-42-26-7-5-4-6-20(26)3)29(38)34-25(30(39)40)17-21-8-10-23(11-9-21)43-31(41)35-14-12-22(13-15-35)28(32)37/h4-11,19,22,24-25H,12-18H2,1-3H3,(H2,32,37)(H,33,36)(H,34,38)(H,39,40)/p-1/t24-,25-/m0/s1
Standard InCHIKey:	RZMCXMNNXGCFQG-DQEYMECFSA-M
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7608

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	132
0.1-0.2	818
0.2-0.3	2636
0.3-0.4	9179
0.4-0.5	3623
0.5-0.6	10739
0.6-0.7	3545
0.7-0.8	205
0.8-0.85	13
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	0.8447	NPC56635
Intermediate Similarity	0.8214	NPC196091
Intermediate Similarity	0.8171	NPC287757
Intermediate Similarity	0.8171	NPC319320
Intermediate Similarity	0.8114	NPC315542
Intermediate Similarity	0.8107	NPC473693
Intermediate Similarity	0.8107	NPC471568
Intermediate Similarity	0.8105	NPC470392
Intermediate Similarity	0.807	NPC164608
Intermediate Similarity	0.8047	NPC186617
Intermediate Similarity	0.8012	NPC306804
Intermediate Similarity	0.8012	NPC273755
Intermediate Similarity	0.8011	NPC138083
Intermediate Similarity	0.7989	NPC473378
Intermediate Similarity	0.7989	NPC473407
Intermediate Similarity	0.7963	NPC324081
Intermediate Similarity	0.7933	NPC174122
Intermediate Similarity	0.7933	NPC64140
Intermediate Similarity	0.7919	NPC50016
Intermediate Similarity	0.7901	NPC132771
Intermediate Similarity	0.7886	NPC32064
Intermediate Similarity	0.7882	NPC473502
Intermediate Similarity	0.7877	NPC234069
Intermediate Similarity	0.787	NPC472923
Intermediate Similarity	0.7861	NPC473354
Intermediate Similarity	0.7849	NPC89831
Intermediate Similarity	0.7829	NPC269750
Intermediate Similarity	0.7829	NPC45037
Intermediate Similarity	0.7829	NPC194671
Intermediate Similarity	0.7824	NPC254700
Intermediate Similarity	0.7803	NPC137627
Intermediate Similarity	0.7778	NPC107938
Intermediate Similarity	0.7778	NPC294516
Intermediate Similarity	0.7765	NPC276120
Intermediate Similarity	0.7765	NPC63931
Intermediate Similarity	0.7759	NPC26108
Intermediate Similarity	0.7759	NPC155506
Intermediate Similarity	0.7759	NPC279871
Intermediate Similarity	0.7759	NPC159767
Intermediate Similarity	0.7753	NPC471050
Intermediate Similarity	0.7753	NPC471049
Intermediate Similarity	0.7753	NPC471048
Intermediate Similarity	0.775	NPC189724
Intermediate Similarity	0.775	NPC83289
Intermediate Similarity	0.775	NPC212850
Intermediate Similarity	0.7742	NPC242728
Intermediate Similarity	0.7727	NPC475421
Intermediate Similarity	0.7722	NPC6570
Intermediate Similarity	0.7709	NPC299806
Intermediate Similarity	0.7701	NPC248670
Intermediate Similarity	0.7688	NPC40234
Intermediate Similarity	0.7679	NPC212699
Intermediate Similarity	0.7679	NPC207675
Intermediate Similarity	0.7669	NPC247298
Intermediate Similarity	0.7663	NPC471563
Intermediate Similarity	0.7657	NPC476227
Intermediate Similarity	0.7657	NPC471165
Intermediate Similarity	0.7654	NPC294951
Intermediate Similarity	0.7644	NPC230611
Intermediate Similarity	0.764	NPC476321
Intermediate Similarity	0.7622	NPC9373
Intermediate Similarity	0.7622	NPC149962
Intermediate Similarity	0.7598	NPC470903
Intermediate Similarity	0.7598	NPC471526
Intermediate Similarity	0.7598	NPC167763
Intermediate Similarity	0.7598	NPC470112
Intermediate Similarity	0.7596	NPC248822
Intermediate Similarity	0.7588	NPC469243
Intermediate Similarity	0.7586	NPC475123
Intermediate Similarity	0.7586	NPC46009
Intermediate Similarity	0.7586	NPC475204
Intermediate Similarity	0.7581	NPC144314
Intermediate Similarity	0.758	NPC326966
Intermediate Similarity	0.758	NPC45191
Intermediate Similarity	0.7576	NPC245974
Intermediate Similarity	0.7558	NPC223207
Intermediate Similarity	0.7557	NPC473402
Intermediate Similarity	0.7541	NPC29531
Intermediate Similarity	0.7541	NPC283207
Intermediate Similarity	0.754	NPC50548
Intermediate Similarity	0.7538	NPC326027
Intermediate Similarity	0.7531	NPC91953
Intermediate Similarity	0.7526	NPC326333
Intermediate Similarity	0.7514	NPC302715
Intermediate Similarity	0.7514	NPC471771
Intermediate Similarity	0.7514	NPC290755
Intermediate Similarity	0.7514	NPC304074
Intermediate Similarity	0.75	NPC477526
Intermediate Similarity	0.75	NPC81026
Intermediate Similarity	0.75	NPC123859
Intermediate Similarity	0.7485	NPC233702
Intermediate Similarity	0.7485	NPC475544
Intermediate Similarity	0.7469	NPC197921
Intermediate Similarity	0.7455	NPC16188
Intermediate Similarity	0.7452	NPC325651
Intermediate Similarity	0.7446	NPC163961
Intermediate Similarity	0.7446	NPC240130
Intermediate Similarity	0.7446	NPC473305
Intermediate Similarity	0.7446	NPC61332
Intermediate Similarity	0.7439	NPC266741
Intermediate Similarity	0.7432	NPC94862
Intermediate Similarity	0.7423	NPC469360
Intermediate Similarity	0.7421	NPC244866
Intermediate Similarity	0.7371	NPC209463
Intermediate Similarity	0.736	NPC158277
Intermediate Similarity	0.7358	NPC257390
Intermediate Similarity	0.7356	NPC158900
Intermediate Similarity	0.7354	NPC477552
Intermediate Similarity	0.7354	NPC323662
Intermediate Similarity	0.7354	NPC477550
Intermediate Similarity	0.7353	NPC473580
Intermediate Similarity	0.7344	NPC473460
Intermediate Similarity	0.7337	NPC202198
Intermediate Similarity	0.7337	NPC4910
Intermediate Similarity	0.7326	NPC328763
Intermediate Similarity	0.7314	NPC61004
Intermediate Similarity	0.7312	NPC274732
Intermediate Similarity	0.7305	NPC189908
Intermediate Similarity	0.7294	NPC39431
Intermediate Similarity	0.7292	NPC311357
Intermediate Similarity	0.7288	NPC274198
Intermediate Similarity	0.7288	NPC198254
Intermediate Similarity	0.7284	NPC127741
Intermediate Similarity	0.7278	NPC296712
Intermediate Similarity	0.7277	NPC477551
Intermediate Similarity	0.7277	NPC473450
Intermediate Similarity	0.7273	NPC328649
Intermediate Similarity	0.7256	NPC259800
Intermediate Similarity	0.7256	NPC241086
Intermediate Similarity	0.7256	NPC318984
Intermediate Similarity	0.7256	NPC328137
Intermediate Similarity	0.7256	NPC317741
Intermediate Similarity	0.7256	NPC318028
Intermediate Similarity	0.7256	NPC282087
Intermediate Similarity	0.7253	NPC473404
Intermediate Similarity	0.7251	NPC476268
Intermediate Similarity	0.7241	NPC241794
Intermediate Similarity	0.7233	NPC283079
Intermediate Similarity	0.7232	NPC469505
Intermediate Similarity	0.7232	NPC280022
Intermediate Similarity	0.7231	NPC219350
Intermediate Similarity	0.7231	NPC194699
Intermediate Similarity	0.7225	NPC244336
Intermediate Similarity	0.7222	NPC196243
Intermediate Similarity	0.7219	NPC473491
Intermediate Similarity	0.7216	NPC473422
Intermediate Similarity	0.7216	NPC469479
Intermediate Similarity	0.7205	NPC307123
Intermediate Similarity	0.7205	NPC97870
Intermediate Similarity	0.7205	NPC247018
Intermediate Similarity	0.7205	NPC471953
Intermediate Similarity	0.7204	NPC102959
Intermediate Similarity	0.7202	NPC313414
Intermediate Similarity	0.7202	NPC17760
Intermediate Similarity	0.7191	NPC269383
Intermediate Similarity	0.7191	NPC276506
Intermediate Similarity	0.7191	NPC151030
Intermediate Similarity	0.7166	NPC60516
Intermediate Similarity	0.7157	NPC293347
Intermediate Similarity	0.7152	NPC326860
Intermediate Similarity	0.7152	NPC197239
Intermediate Similarity	0.7152	NPC476989
Intermediate Similarity	0.7151	NPC329731
Intermediate Similarity	0.7143	NPC65714
Intermediate Similarity	0.7143	NPC135121
Intermediate Similarity	0.7135	NPC56685
Intermediate Similarity	0.7126	NPC477217
Intermediate Similarity	0.7126	NPC201244
Intermediate Similarity	0.7115	NPC27581
Intermediate Similarity	0.7112	NPC124626
Intermediate Similarity	0.7107	NPC476353
Intermediate Similarity	0.7105	NPC184933
Intermediate Similarity	0.7105	NPC59827
Intermediate Similarity	0.7102	NPC471051
Intermediate Similarity	0.7102	NPC471053
Intermediate Similarity	0.7102	NPC471052
Intermediate Similarity	0.7097	NPC263835
Intermediate Similarity	0.7093	NPC47672
Intermediate Similarity	0.7085	NPC469442
Intermediate Similarity	0.7085	NPC277306
Intermediate Similarity	0.7069	NPC233926
Intermediate Similarity	0.7069	NPC10221
Intermediate Similarity	0.7069	NPC18249
Intermediate Similarity	0.7069	NPC305700
Intermediate Similarity	0.7069	NPC140915
Intermediate Similarity	0.7069	NPC197741
Intermediate Similarity	0.7069	NPC187028
Intermediate Similarity	0.7068	NPC473371
Intermediate Similarity	0.7066	NPC204546
Intermediate Similarity	0.7065	NPC329816
Intermediate Similarity	0.7055	NPC169766
Intermediate Similarity	0.7053	NPC314083
Intermediate Similarity	0.7052	NPC256689
Intermediate Similarity	0.7052	NPC244509
Intermediate Similarity	0.7052	NPC123011
Intermediate Similarity	0.7049	NPC119652
Intermediate Similarity	0.7049	NPC97526
Intermediate Similarity	0.7044	NPC124776
Intermediate Similarity	0.7043	NPC235194
Intermediate Similarity	0.7035	NPC262166

Drug Structure

NPD7608 OpenBabel08211712022D 47 49 0 0 1 0 0 0 0 0999 V2000 0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -6.0000 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 1.7321 1.0000 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 0.8660 -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 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -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 -9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 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 0.0000 -5.0000 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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 1.0000 0.0000 C 0 0 3 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 -0.8660 -3.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 1 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 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -12.1244 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -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 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 20 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 20 2 0 0 0 0 7 26 2 0 0 0 0 8 10 1 0 0 0 0 8 21 2 0 0 0 0 9 11 2 0 0 0 0 9 21 1 0 0 0 0 10 23 2 0 0 0 0 11 23 1 0 0 0 0 12 14 1 0 0 0 0 12 22 1 0 0 0 0 13 15 1 0 0 0 0 13 22 1 0 0 0 0 14 35 1 0 0 0 0 15 35 1 0 0 0 0 16 19 1 0 0 0 0 17 21 1 0 0 0 0 18 27 1 0 0 0 0 18 42 1 0 0 0 0 20 26 1 0 0 0 0 22 28 1 0 0 0 0 23 43 1 0 0 0 0 24 16 1 1 0 0 0 24 29 1 0 0 0 0 24 33 1 0 0 0 0 25 17 1 6 0 0 0 25 30 1 0 0 0 0 25 34 1 0 0 0 0 26 42 1 0 0 0 0 27 33 2 3 0 0 0 27 36 1 0 0 0 0 28 32 2 0 0 0 0 28 37 1 0 0 0 0 29 34 2 3 0 0 0 29 38 1 0 0 0 0 30 39 2 0 0 0 0 30 40 1 0 0 0 0 31 35 1 0 0 0 0 31 41 2 0 0 0 0 31 43 1 0 0 0 0 32 44 1 0 0 0 0 37 45 1 0 0 0 0 38 46 1 0 0 0 0 40 47 1 0 0 0 0 M CHG 1 36 -1 M END $$$$

External Identifiers

TTD	DIB000919
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	595.28
ALogP	-1.0811
MLogP	3.55
XLogP	5.339
HDA	10
HBD	4
Rotatable Bonds	22
TPSA	188.16
RO5 Violation	2