NPASS drugs

Drug Information

Drug ID:	NPD6901
Drug Name:	Cilengitide
Molecular Formula:	C27H40N8O7
Canonical SMILES:	OC(=O)C[C@@H]1N=C(O)CN=C(O)[C@H](CCCNC(=N)N)N=C([C@@H](N(C(=O)[C@H](N=C1O)Cc1ccccc1)C)C(C)C)O
Standard InCHI:	InChI=1S/C27H40N8O7/c1-15(2)22-25(41)33-17(10-7-11-30-27(28)29)23(39)31-14-20(36)32-18(13-21(37)38)24(40)34-19(26(42)35(22)3)12-16-8-5-4-6-9-16/h4-6,8-9,15,17-19,22H,7,10-14H2,1-3H3,(H,31,39)(H,32,36)(H,33,41)(H,34,40)(H,37,38)(H4,28,29,30)/t17-,18-,19+,22-/m0/s1
Standard InCHIKey:	AMLYAMJWYAIXIA-VWNVYAMZSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6901

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	103
0.1-0.2	786
0.2-0.3	4556
0.3-0.4	16829
0.4-0.5	6910
0.5-0.6	1243
0.6-0.7	292
0.7-0.8	159
0.8-0.85	11
0.85-0.9	1
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
High Similarity	0.8551	NPC132636
Intermediate Similarity	0.8406	NPC314835
Intermediate Similarity	0.8392	NPC311658
Intermediate Similarity	0.8288	NPC300443
Intermediate Similarity	0.8194	NPC314114
Intermediate Similarity	0.8182	NPC200964
Intermediate Similarity	0.8088	NPC477937
Intermediate Similarity	0.8079	NPC1390
Intermediate Similarity	0.8079	NPC24617
Intermediate Similarity	0.8079	NPC62104
Intermediate Similarity	0.8026	NPC114806
Intermediate Similarity	0.8013	NPC324850
Intermediate Similarity	0.7985	NPC71684
Intermediate Similarity	0.7902	NPC92784
Intermediate Similarity	0.7902	NPC476133
Intermediate Similarity	0.7902	NPC178662
Intermediate Similarity	0.7902	NPC470884
Intermediate Similarity	0.7902	NPC98424
Intermediate Similarity	0.7898	NPC198254
Intermediate Similarity	0.7898	NPC274198
Intermediate Similarity	0.7883	NPC101719
Intermediate Similarity	0.7871	NPC22883
Intermediate Similarity	0.7871	NPC5719
Intermediate Similarity	0.7871	NPC210377
Intermediate Similarity	0.7871	NPC217804
Intermediate Similarity	0.7846	NPC474584
Intermediate Similarity	0.7842	NPC111428
Intermediate Similarity	0.7821	NPC15068
Intermediate Similarity	0.782	NPC470545
Intermediate Similarity	0.781	NPC222466
Intermediate Similarity	0.7785	NPC276506
Intermediate Similarity	0.7771	NPC63040
Intermediate Similarity	0.7769	NPC329011
Intermediate Similarity	0.7761	NPC470546
Intermediate Similarity	0.7755	NPC315266
Intermediate Similarity	0.7744	NPC470544
Intermediate Similarity	0.774	NPC77905
Intermediate Similarity	0.7737	NPC6975
Intermediate Similarity	0.773	NPC255447
Intermediate Similarity	0.7708	NPC471264
Intermediate Similarity	0.7708	NPC471265
Intermediate Similarity	0.7702	NPC196243
Intermediate Similarity	0.7692	NPC141050
Intermediate Similarity	0.7687	NPC52748
Intermediate Similarity	0.7677	NPC469901
Intermediate Similarity	0.7669	NPC197470
Intermediate Similarity	0.766	NPC200589
Intermediate Similarity	0.7647	NPC473580
Intermediate Similarity	0.7647	NPC469903
Intermediate Similarity	0.7635	NPC209509
Intermediate Similarity	0.7635	NPC322878
Intermediate Similarity	0.7619	NPC61332
Intermediate Similarity	0.7619	NPC240130
Intermediate Similarity	0.7612	NPC285926
Intermediate Similarity	0.7612	NPC14672
Intermediate Similarity	0.7612	NPC239357
Intermediate Similarity	0.7612	NPC315276
Intermediate Similarity	0.761	NPC129486
Intermediate Similarity	0.7594	NPC33742
Intermediate Similarity	0.7591	NPC202521
Intermediate Similarity	0.7568	NPC476978
Intermediate Similarity	0.7564	NPC469243
Intermediate Similarity	0.7551	NPC263493
Intermediate Similarity	0.7551	NPC269398
Intermediate Similarity	0.755	NPC2501
Intermediate Similarity	0.7519	NPC35850
Intermediate Similarity	0.7519	NPC276949
Intermediate Similarity	0.7518	NPC476990
Intermediate Similarity	0.75	NPC139326
Intermediate Similarity	0.75	NPC197682
Intermediate Similarity	0.7483	NPC471820
Intermediate Similarity	0.7483	NPC471821
Intermediate Similarity	0.7483	NPC476259
Intermediate Similarity	0.7482	NPC474082
Intermediate Similarity	0.7482	NPC175726
Intermediate Similarity	0.7469	NPC475532
Intermediate Similarity	0.7465	NPC473322
Intermediate Similarity	0.7455	NPC153554
Intermediate Similarity	0.7452	NPC469902
Intermediate Similarity	0.7452	NPC475544
Intermediate Similarity	0.7436	NPC297145
Intermediate Similarity	0.7436	NPC197743
Intermediate Similarity	0.7432	NPC168113
Intermediate Similarity	0.7429	NPC22746
Intermediate Similarity	0.7423	NPC165285
Intermediate Similarity	0.7421	NPC223207
Intermediate Similarity	0.7413	NPC300315
Intermediate Similarity	0.741	NPC252878
Intermediate Similarity	0.7403	NPC122590
Intermediate Similarity	0.74	NPC5620
Intermediate Similarity	0.7394	NPC319766
Intermediate Similarity	0.7391	NPC280022
Intermediate Similarity	0.7386	NPC7817
Intermediate Similarity	0.7386	NPC475168
Intermediate Similarity	0.7385	NPC327481
Intermediate Similarity	0.7383	NPC176226
Intermediate Similarity	0.7379	NPC287401
Intermediate Similarity	0.7375	NPC471771
Intermediate Similarity	0.7375	NPC304074
Intermediate Similarity	0.7375	NPC290755
Intermediate Similarity	0.7368	NPC240848
Intermediate Similarity	0.7365	NPC307357
Intermediate Similarity	0.7365	NPC163392
Intermediate Similarity	0.7365	NPC268841
Intermediate Similarity	0.7365	NPC239762
Intermediate Similarity	0.7365	NPC46098
Intermediate Similarity	0.7361	NPC130309
Intermediate Similarity	0.7357	NPC46427
Intermediate Similarity	0.7355	NPC473002
Intermediate Similarity	0.7351	NPC262077
Intermediate Similarity	0.7333	NPC473001
Intermediate Similarity	0.7329	NPC248283
Intermediate Similarity	0.7305	NPC473404
Intermediate Similarity	0.7294	NPC94862
Intermediate Similarity	0.7293	NPC319579
Intermediate Similarity	0.729	NPC473341
Intermediate Similarity	0.7285	NPC316008
Intermediate Similarity	0.7285	NPC313867
Intermediate Similarity	0.7273	NPC469900
Intermediate Similarity	0.7267	NPC61004
Intermediate Similarity	0.7267	NPC161069
Intermediate Similarity	0.7255	NPC105717
Intermediate Similarity	0.7248	NPC48202
Intermediate Similarity	0.7244	NPC470902
Intermediate Similarity	0.7237	NPC314358
Intermediate Similarity	0.723	NPC68865
Intermediate Similarity	0.7219	NPC314388
Intermediate Similarity	0.7219	NPC315283
Intermediate Similarity	0.7212	NPC17698
Intermediate Similarity	0.7208	NPC129666
Intermediate Similarity	0.7188	NPC73655
Intermediate Similarity	0.7186	NPC119652
Intermediate Similarity	0.7186	NPC97526
Intermediate Similarity	0.7178	NPC469904
Intermediate Similarity	0.7178	NPC473000
Intermediate Similarity	0.7176	NPC67043
Intermediate Similarity	0.7171	NPC477217
Intermediate Similarity	0.7171	NPC201244
Intermediate Similarity	0.717	NPC469898
Intermediate Similarity	0.7154	NPC164859
Intermediate Similarity	0.7133	NPC47667
Intermediate Similarity	0.7125	NPC471527
Intermediate Similarity	0.7125	NPC473003
Intermediate Similarity	0.7122	NPC314992
Intermediate Similarity	0.7119	NPC477552
Intermediate Similarity	0.7119	NPC477550
Intermediate Similarity	0.7115	NPC162104
Intermediate Similarity	0.7114	NPC127741
Intermediate Similarity	0.7113	NPC35996
Intermediate Similarity	0.7103	NPC311753
Intermediate Similarity	0.7099	NPC189116
Intermediate Similarity	0.7086	NPC469427
Intermediate Similarity	0.7086	NPC302715
Intermediate Similarity	0.7086	NPC469426
Intermediate Similarity	0.7078	NPC138775
Intermediate Similarity	0.7078	NPC135121
Intermediate Similarity	0.7073	NPC66490
Intermediate Similarity	0.707	NPC286551
Intermediate Similarity	0.707	NPC56685
Intermediate Similarity	0.7067	NPC89489
Intermediate Similarity	0.7052	NPC102959
Intermediate Similarity	0.705	NPC169328
Intermediate Similarity	0.7045	NPC477632
Intermediate Similarity	0.7045	NPC477638
Intermediate Similarity	0.7039	NPC468984
Intermediate Similarity	0.7039	NPC477551
Intermediate Similarity	0.7012	NPC328649
Intermediate Similarity	0.7011	NPC60516
Intermediate Similarity	0.7011	NPC477636
Intermediate Similarity	0.7006	NPC477639
Intermediate Similarity	0.7	NPC310467
Remote Similarity	0.6978	NPC2265
Remote Similarity	0.6975	NPC241794
Remote Similarity	0.6968	NPC16188
Remote Similarity	0.6968	NPC329761
Remote Similarity	0.6968	NPC225648
Remote Similarity	0.6959	NPC246079
Remote Similarity	0.6941	NPC472999
Remote Similarity	0.6932	NPC477631
Remote Similarity	0.6923	NPC12730
Remote Similarity	0.6905	NPC477462
Remote Similarity	0.6894	NPC323336
Remote Similarity	0.6894	NPC326349
Remote Similarity	0.6879	NPC283783
Remote Similarity	0.6879	NPC220698
Remote Similarity	0.6859	NPC145113
Remote Similarity	0.6855	NPC202198
Remote Similarity	0.6846	NPC325479
Remote Similarity	0.6842	NPC170302
Remote Similarity	0.6842	NPC475409
Remote Similarity	0.6842	NPC475564
Remote Similarity	0.6826	NPC46009
Remote Similarity	0.6807	NPC209463
Remote Similarity	0.6788	NPC63931
Remote Similarity	0.6783	NPC478016
Remote Similarity	0.6783	NPC478014
Remote Similarity	0.6783	NPC478015
Remote Similarity	0.6776	NPC43755
Remote Similarity	0.6769	NPC293628
Remote Similarity	0.6769	NPC122493

Drug Structure

NPD6901 OpenBabel08211710072D 51 52 0 0 1 0 0 0 0 0999 V2000 -2.1590 1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4648 1.6473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -2.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -2.6499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 -1.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4740 -2.8054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -2.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 -0.6499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8862 -1.9964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4685 -2.7009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -0.6499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0303 -4.6306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -4.5493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 -1.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8917 -2.1009 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2872 -3.9615 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5827 -1.1499 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5000 -4.7572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8224 -5.6088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7872 -3.0955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7872 -3.0955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0508 -3.4054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4576 -2.4918 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.6386 -4.2144 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0563 -3.5099 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2872 -3.9615 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4781 -4.5493 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5827 -1.1499 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8917 -2.1009 0.0000 N 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 -0.5000 -5.7572 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8713 -5.9178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5655 -6.2779 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7382 -3.4045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7382 -3.4045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5013 0.4023 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5013 0.4023 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4521 -2.3873 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6331 -4.1099 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2319 -5.1279 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6496 -4.4235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -6.2572 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3576 -7.2560 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9461 -4.3826 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4814 -2.7353 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4959 0.2978 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 15 1 0 0 0 0 3 35 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 7 10 1 0 0 0 0 7 11 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 11 30 1 0 0 0 0 12 16 1 0 0 0 0 13 21 1 0 0 0 0 14 20 1 0 0 0 0 14 31 1 0 0 0 0 17 10 1 6 0 0 0 17 23 1 0 0 0 0 17 33 1 0 0 0 0 18 13 1 6 0 0 0 18 24 1 0 0 0 0 18 32 1 0 0 0 0 19 12 1 1 0 0 0 19 26 1 0 0 0 0 19 34 1 0 0 0 0 20 32 2 3 0 0 0 20 36 1 0 0 0 0 21 37 2 0 0 0 0 21 38 1 0 0 0 0 22 15 1 6 0 0 0 22 25 1 0 0 0 0 22 35 1 0 0 0 0 23 31 2 3 0 0 0 23 39 1 0 0 0 0 24 34 2 3 0 0 0 24 40 1 0 0 0 0 25 33 2 3 0 0 0 25 41 1 0 0 0 0 26 35 1 0 0 0 0 26 42 2 0 0 0 0 27 28 2 0 0 0 0 27 29 1 0 0 0 0 27 30 1 0 0 0 0 28 43 1 0 0 0 0 29 44 1 0 0 0 0 29 45 1 0 0 0 0 30 46 1 0 0 0 0 36 47 1 0 0 0 0 38 48 1 0 0 0 0 39 49 1 0 0 0 0 40 50 1 0 0 0 0 41 51 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000432
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	176873
ChEBI
CAS Number

Drug Properties

Molecular Weight	588.30
ALogP	-2.2927
MLogP	2.78
XLogP	1.655
HDA	15
HBD	8
Rotatable Bonds	19
TPSA	249.87
RO5 Violation	2